Synthesis of Hydride Tantalabenzocyclopentene and µ-Alkylidene Complexes by Direct Alkylation Reactions of [TaCp*Cp′Cl2] − NMR Spectroscopic Study and X-ray Crystal Structure of [TaCp*Cp′(H)(η2-CH2-CMe2-o-C6H4)], (Cp* = η5-C5Me5; Cp′ = η5-C5H4SiMe3)
2002; Wiley; Volume: 2002; Issue: 6 Linguagem: Inglês
10.1002/1099-0682(200206)2002
ISSN1099-0682
AutoresAurora Castro, Mikhail Galakhov, Manuel Gómez, Pilar Gómez‐Sal, Avelino Martı́n,
Tópico(s)Coordination Chemistry and Organometallics
ResumoEuropean Journal of Inorganic ChemistryVolume 2002, Issue 6 p. 1336-1342 Full Paper Synthesis of Hydride Tantalabenzocyclopentene and µ-Alkylidene Complexes by Direct Alkylation Reactions of [TaCp*Cp′Cl2] − NMR Spectroscopic Study and X-ray Crystal Structure of [TaCp*Cp′(H)(η2-CH2-CMe2-o-C6H4)], (Cp* = η5-C5Me5; Cp′ = η5-C5H4SiMe3) Aurora Castro, Aurora Castro Departamento de Química Inorgánica, Universidad de Alcalá de Henares, Campus Universitario, 28871 Alcalá de Henares, SpainSearch for more papers by this authorMikhail V. Galakhov, Mikhail V. Galakhov NMR Spectroscopy Center, Universidad de Alcalá de Henares, Campus Universitario, 28871 Alcalá de Henares, Spain, Fax: (internat.) +34-91/885-4683Search for more papers by this authorManuel Gómez, Manuel Gómez [email protected] Departamento de Química Inorgánica, Universidad de Alcalá de Henares, Campus Universitario, 28871 Alcalá de Henares, SpainSearch for more papers by this authorPilar Gómez-Sal, Pilar Gómez-Sal Departamento de Química Inorgánica, Universidad de Alcalá de Henares, Campus Universitario, 28871 Alcalá de Henares, SpainSearch for more papers by this authorAvelino Martín, Avelino Martín Departamento de Química Inorgánica, Universidad de Alcalá de Henares, Campus Universitario, 28871 Alcalá de Henares, SpainSearch for more papers by this author Aurora Castro, Aurora Castro Departamento de Química Inorgánica, Universidad de Alcalá de Henares, Campus Universitario, 28871 Alcalá de Henares, SpainSearch for more papers by this authorMikhail V. Galakhov, Mikhail V. Galakhov NMR Spectroscopy Center, Universidad de Alcalá de Henares, Campus Universitario, 28871 Alcalá de Henares, Spain, Fax: (internat.) +34-91/885-4683Search for more papers by this authorManuel Gómez, Manuel Gómez [email protected] Departamento de Química Inorgánica, Universidad de Alcalá de Henares, Campus Universitario, 28871 Alcalá de Henares, SpainSearch for more papers by this authorPilar Gómez-Sal, Pilar Gómez-Sal Departamento de Química Inorgánica, Universidad de Alcalá de Henares, Campus Universitario, 28871 Alcalá de Henares, SpainSearch for more papers by this authorAvelino Martín, Avelino Martín Departamento de Química Inorgánica, Universidad de Alcalá de Henares, Campus Universitario, 28871 Alcalá de Henares, SpainSearch for more papers by this author First published: 24 April 2002 https://doi.org/10.1002/1099-0682(200206)2002:6 3.0.CO;2-RCitations: 10Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat Abstract The reaction of [TaCp*Cp′Cl2] with 1 equiv. of [Mg(CH2C6H5)2(THF)2] or 2 equiv. of LiCH2R (R = SiMe3, CMe3) leads to the formation of bis(µ-alkylidene) complexes [(TaCp*Cp′)2(µ-CHR)2], (R = C6H5, 1; SiMe3, 2; CMe3, 3), whereas the alkylation of [TaCp*Cp′Cl2] with 2 equiv. of LiCH2CMe2Ph gives the hydride tantalabenzocyclopentene complex [TaCp*Cp′(H)(η2-CH2−CMe2-o-C6H4)] (4). All the complexes were characterized by IR and NMR spectroscopy. The molecular structure of complex 4 has been determined by X-ray diffraction methods. Complex 4 crystallizes in the monoclinic space group P21/c, with unit cell dimensions of a = 8.976(1) Å, b = 16.596(1) Å, c = 17.929(1) Å, β = 99.26(1)°, V = 2636(1) Å3, Z = 4, ρcalcd. = 1.478 g·cm−3, R1 = 0.0481 and wR2 = 0.133. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002) References 1 1a T. J. Katz , S. J. Lee , J. Am. Chem. Soc. 1980 , 102 , 422 −424 . 10.1021/ja00521a094 CASWeb of Science®Google Scholar 1b S. H. Pine , R. Zahler , D. A. Evans , R. H. Grubbs , J. Am. Chem. Soc. 1980 , 102 , 3270 − 3272. 10.1021/ja00529a076 CASWeb of Science®Google Scholar 1c A. F. Dyke , S. A. R. Knox , P. J. Naish , G. E. Taylor , J. Chem. Soc., Chem. Commun. 1980 , 803 −805 . 10.1039/C39800000803 CASWeb of Science®Google Scholar 1d W. A. Herrmann , Adv. Organomet. Chem. 1982 , 20 , 159 −263 . 10.1016/S0065-3055(08)60522-5 CASWeb of Science®Google Scholar 1e R. H. Grubbs, Comprehensive Organometallic Chemistry (Ed.: G. Wilkinson), Pergamon Press: Oxford, 1982; vol. 9, Chapter 54, 499−552. Google Scholar 1f M. Brookhart , J. R. Tucker , G. R. Husk , J. Am. Chem. Soc. 1983 , 105 , 258 −264 . 10.1021/ja00340a020 CASWeb of Science®Google Scholar 1g K. A. Brown-Wensley , S. L. Buchwald , L. F. Cannizzo , L. E. Clawson , S. H. Ho , J. D. Meinhart , J. R. Stille , D. A. Strauss , R. H. Grubbs , Pure Appl. Chem. 1983 , 55 , 1733 −1744 . 10.1351/pac198355111733 CASWeb of Science®Google Scholar 1h K. H. Dötz , Angew. Chem. Int. Ed. Engl. 1984 , 23 , 587 −608 . 10.1002/anie.198405871 Web of Science®Google Scholar 1i J. E. Hahn , Prog. Inorg. Chem. 1984 , 31 , 205 −264 . 10.1002/9780470166321.ch3 CASWeb of Science®Google Scholar 1j L. E. Clawson , S. L. Buchwald , R. H. Grubbs , Tetrahedron Lett. 1984 , 25 , 5733 −5736 . 10.1016/S0040-4039(01)81672-5 CASWeb of Science®Google Scholar 1k L. F. Cannizzo , R. H. Grubbs , J. Org. Chem. 1985 , 50 , 2316 −2323 . 10.1021/jo00213a023 CASWeb of Science®Google Scholar 1l M. A. Gallop , W. R. Roper , Adv. Organomet. Chem. 1986 , 25 , 121 −198 . 10.1016/S0065-3055(08)60574-2 CASWeb of Science®Google Scholar 1m L. R. Gilliom , R. H. Grubbs , J. Am. Chem. Soc. 1986 , 108 , 733 −742 . 10.1021/ja00264a027 CASWeb of Science®Google Scholar 1n M. Brookhart , W. B. Studabaker , Chem. Rev. 1987 , 87 , 411 −432 . 10.1021/cr00078a008 CASWeb of Science®Google Scholar 2 2a K. J. Ivin, Olefin Metathesis; Academic Press: London, 1983. Google Scholar 2b R. R. Schrock , Acc. Chem. Res. 1990 , 23 , 158 −165 . 10.1021/ar00173a007 CASWeb of Science®Google Scholar 2c R. R. Schrock , R. T. De Pue , J. Feldman , K. B. Yap , D. C. Yang , W. M. Davis , L. Park , M. Di Mare , M. Schoenfield , J. Anhaus , E. Walborsky , E. Evitt , C. Krüger , P. Betz , Organometallics 1990 , 9 , 2262 −2275 . 10.1021/om00158a025 CASWeb of Science®Google Scholar 2d R. R. Schrock , J. S. Murdzek , G. C. Bazan , J. Robbins , M. Di Mare , M. O'Regan , J. Am. Chem. Soc. 1990 , 112 , 3875 −3886 . 10.1021/ja00166a023 CASWeb of Science®Google Scholar 2e J. Feldman , W. M. Davis , J. K. Thomas , R. R. Schrock , Organometallics 1990 , 9 , 2535 −2548 . 10.1021/om00159a024 CASWeb of Science®Google Scholar 2f S. T. Nguyen , R. H. Grubbs , J. W. Ziller , J. Am. Chem. Soc. 1993 , 115 , 9858 −9859 . 10.1021/ja00074a086 CASWeb of Science®Google Scholar 2g J. H. Oskam , R. R. Schrock , J. Am. Chem. Soc. 1993 , 115 , 11831 −11845 . 10.1021/ja00078a023 CASWeb of Science®Google Scholar 2h H. H. Fox , J. K. Lee , L. Y. Park , R. R. Schrock , Organometallics 1993 , 12 , 759 −768 . 10.1021/om00027a028 CASWeb of Science®Google Scholar 2i R. O'Dell , D. H. McConville , G. E. Hofmeister , R. R. Schrock , J. Am. Chem. Soc. 1994 , 116 , 3414 −3423 . 10.1021/ja00087a028 CASWeb of Science®Google Scholar 2j J. S. Moore, Comprehensive Organometallic Chemistry II; Pergamon: New York, 1995; Vol. 12, Chapter 12.2. Google Scholar 2k R. R. Schrock , Polyhedron 1995 , 14 , 3177 −3195 . 10.1016/0277-5387(95)85005-8 CASWeb of Science®Google Scholar 2l R. R. Schrock , S. Luo , J. C. Lee Jr. , N. C. Zanetti , W. M. Davis , J. Am. Chem. Soc. 1996 , 118 , 3883 −3895 . 10.1021/ja954155w CASWeb of Science®Google Scholar 3a R. R. Schrock , J. Feldman , L. F. Cannizzo , R. H. Grubbs , Macromolecules 1987 , 20 , 1169 −1172 . 10.1021/ma00171a053 CASWeb of Science®Google Scholar 3b K. C. Wallace , A. H. Liu , J. C. Dewan , R. R. Schrock , J. Am. Chem. Soc. 1988 , 110 , 4964 −4977 . 10.1021/ja00223a014 CASWeb of Science®Google Scholar 3c K. B. Wagener , J. M. Boncella , J. G. Nel , R. P. Duttweiler , H. A. Hillmyer , Makromol. Chem. 1990 , 191 , 365 −374 . 10.1002/macp.1990.021910210 CASWeb of Science®Google Scholar 4a G. Minghetti , A. Albinati , A. L. Bandini , G. Banditelli , Angew. Chem. Int. Ed. Engl. 1985 , 24 , 120 −121 . 10.1002/anie.198501201 Web of Science®Google Scholar 4b M. L. H. Green , D. O'Hare , J. Chem. Soc., Dalton Trans. 1986 , 2469 −2476 . 10.1039/DT9860002469 CASWeb of Science®Google Scholar 4c J. A. Bandy , M. L. H. Green , D. O'Hare , J. Chem. Soc., Dalton Trans. 1986 , 2477 −2484 . 10.1039/DT9860002477 CASWeb of Science®Google Scholar 4d R. M. Bullock , M. T. Hembre , J. R. Norton , J. Am. Chem. Soc. 1988 , 110 , 7868 −7870 . 10.1021/ja00231a043 CASWeb of Science®Google Scholar 4e B. Denise , D. Navarre , H. Rudler , J. Organomet. Chem. 1989 , 375 , 273 −289 . 10.1016/0022-328X(89)85121-6 CASWeb of Science®Google Scholar 4f S. K. Noh , R. A. Heintz , C. Janiak , S. C. Sendlinger , K. H. Theopold , Angew. Chem. Int. Ed. Engl. 1990 , 29 , 775 − 777. 10.1002/anie.199007751 Web of Science®Google Scholar 4g T. R. Belderraín , E. Gutierrez , A. Monge , M. C. Nicasio , M. Paneque , M. L. Poveda , E. Carmona , Organometallics 1993 , 12 , 4431 −4442 . 10.1021/om00035a030 CASWeb of Science®Google Scholar 5 5a R. R. Schrock , Acc. Chem. Res. 1979 , 12 , 98 −104 . 10.1021/ar50135a004 CASWeb of Science®Google Scholar 5b N. J. Cooper , M. L. H. Green , J. Chem. Soc., Dalton Trans. 1979 , 1121 −1127 . 10.1039/DT9790001121 CASWeb of Science®Google Scholar 5c C. McDade , J. C. Green , J. E. Bercaw , Organometallics 1982 , 1 , 1629 −1634 . 10.1021/om00072a015 CASWeb of Science®Google Scholar 5d H. W. Turner , R. R. Schrock , J. D. Fellmann , S. J. Holmes , J. Am. Chem. Soc. 1983 , 105 , 4942 −4950 . 10.1021/ja00353a017 CASWeb of Science®Google Scholar 5e A. van Asselt , B. J. Burger , V. C. Gibson , J. E. Bercaw , J. Am. Chem. Soc. 1986 , 108 , 5347 −5349 . 10.1021/ja00277a051 CASWeb of Science®Google Scholar 5f R. R. Schrock , J. Organomet. Chem. 1986 , 300 , 249 −262 . 10.1016/0022-328X(86)84064-5 CASWeb of Science®Google Scholar 5g A. R. Bulls , W. E. Schaefer , M. Serfas , J. E. Bercaw , Organometallics 1987 , 6 , 1219 −1226 . 10.1021/om00149a016 CASWeb of Science®Google Scholar 5h H. van der Heijden , B. Hessen , J. Chem. Soc., Chem. Commun. 1995 , 145 −146 . 10.1039/C39950000145 CASWeb of Science®Google Scholar 5i R. Andrés , P. Gómez-Sal , E. de Jesús , A. Martín , M. Mena , C. Yélamos , Angew. Chem. Int. Ed. Engl. 1997 , 36 , 115 − 117. 10.1002/anie.199701151 CASWeb of Science®Google Scholar 6 6a M. J. Burk , M. P. McGrath , R. H. Crabtree , J. Am. Chem. Soc. 1988 , 110 , 620 . 10.1021/ja00210a063 CASWeb of Science®Google Scholar 6b M. D. Fryzuk , K. Joshi , J. Am. Chem. Soc. 1989 , 111 , 4498 −4500 . 10.1021/ja00194a055 CASWeb of Science®Google Scholar 7 7a S. J. Simpson , R. A. Andersen , J. Am. Chem. Soc. 1981 , 103 , 4063 −4066 . 10.1021/ja00404a014 CASWeb of Science®Google Scholar 7b R. P. Planalp , R. A. Andersen , Organometallics 1983 , 2 , 1675 −1680 . 10.1021/om50005a034 CASWeb of Science®Google Scholar 7c G. Erker , Acc. Chem. Res. 1984 , 17 , 103 −109 . 10.1021/ar00099a004 CASWeb of Science®Google Scholar 7d D. J. Pasto , N.-Z. Huang , Organometallics 1985 , 4 , 1386 −1395 . 10.1021/om00127a014 CASWeb of Science®Google Scholar 7e E. Linder , Adv. Heterocycl. Chem. 1986 , 39 , 237 −279 . 10.1016/S0065-2725(08)60766-7 Web of Science®Google Scholar 7f H. M. Büch , P. Binger , R. Benn , A. Rufinska , Organometallics 1987 , 6 , 1130 −1133 . 10.1021/om00148a036 CASWeb of Science®Google Scholar 7g G. M. Smith , M. Sabat , T. J. Marks , J. Am. Chem. Soc. 1987 , 109 , 1854 −1856 . 10.1021/ja00240a042 CASWeb of Science®Google Scholar 7h G. Wilke , Angew. Chem. Int. Ed. Engl. 1988 , 27 , 185 −206 . 10.1002/anie.198801851 Web of Science®Google Scholar 7i R. R. Burch , J. C. Calabrese , S. D. Ittel , Organometallics 1988 , 7 , 1642 −1648 . 10.1021/om00097a030 CASWeb of Science®Google Scholar 7j A. D. Ryabov , Chem. Rev. 1990 , 90 , 403 −424 . 10.1021/cr00100a004 CASWeb of Science®Google Scholar 8a P. Foley , R. DiCosimo , G. M. Whitesides , J. Am. Chem. Soc. 1980 , 102 , 6713 −6725 . 10.1021/ja00542a009 CASWeb of Science®Google Scholar 8b J. P. Collman, L. S. Hegedeus, Principles and Applications of Organotransition Metal Chemistry, University Science Books, Mill Valley, CA, 1980; pp. 211−228. Google Scholar 8c S. J. Simpson , H. W. Turner , R. A. Andersen , Inorg. Chem. 1981 , 20 , 2991 −2995 . 10.1021/ic50223a047 CASWeb of Science®Google Scholar 8d S. J. Simpson , R. A. Andersen , Inorg. Chem. 1981 , 20 , 3627 −3629 . 10.1021/ic50225a009 CASWeb of Science®Google Scholar 8e T. H. Tulip , D. L. Thorn , J. Am. Chem. Soc. 1981 , 103 , 2448 −2450 . 10.1021/ja00399a069 CASWeb of Science®Google Scholar 8f G. M. Whitesides , Pure Appl. Chem. 1981 , 53 , 287 −292 . 10.1351/pac198153010287 CASWeb of Science®Google Scholar 8g R. DiCosimo , S. S. Moore , A. F. Sowinski , G. M. Whitesides , J. Am. Chem. Soc. 1982 , 104 , 124 −133 . 10.1021/ja00365a024 CASWeb of Science®Google Scholar 8h J. A. Ibers , R. DiCosimo , G. M. Whitesides , Organometallics 1982 , 1 , 13 −20 . 10.1021/om00061a004 CASWeb of Science®Google Scholar 8i L. R. Chamberlain , J. Keddington , J. C. Huffman , I. P. Rothwell , Organometallics 1982 , 1 , 1538 −1540 . 10.1021/om00071a027 CASWeb of Science®Google Scholar 8j G. M. Whitesides , R. H. Reamey , R. L. Brainard , A. N. Izumi , F. J. McCarthy , Ann. N. Y. Acad. Sci. 1983 , 415 , 56 −66 . 10.1111/j.1749-6632.1983.tb47348.x CASWeb of Science®Google Scholar 8k J. C. Calabrese , M. C. Colton , T. Herskovitz , U. Klabunde , G. W. Parshall , D. L. Thorn , T. H. Tulip , Ann. N. Y. Acad. Sci. 1983 , 415 , 302 −313 . 10.1111/j.1749-6632.1983.tb47369.x CASWeb of Science®Google Scholar 8l H. Kletzin , H. Werner , Angew. Chem. Int. Ed. Engl. 1983 , 22 , 873 −874 . 10.1002/anie.198308731 Web of Science®Google Scholar 8m Y. Fuchita , H. Katsuma , T. Uchiyama , J. Chem. Soc., Dalton Trans. 1983 , 897 −899 . 10.1039/dt9830000897 CASWeb of Science®Google Scholar 8n E. Constable , Polyhedron 1984 , 3 , 1037 −1057 . 10.1016/S0277-5387(00)88056-0 CASWeb of Science®Google Scholar 8o I. P. Rothwell , Polyhedron 1985 , 4 , 177 −200 . 10.1016/S0277-5387(00)84489-7 CASWeb of Science®Google Scholar 9 9a R. J. Puddephatt , Coord. Chem. Rev. 1980 , 33 , 149 −183 . 10.1016/S0010-8545(00)80406-3 CASWeb of Science®Google Scholar 9b J. H. Wengrovius , R. R. Schrock , M. R. Churchill , J. R. Missert , W. J. Youngs , J. Am. Chem. Soc. 1980 , 102 , 4515 −4516 . 10.1021/ja00533a035 CASWeb of Science®Google Scholar 9c J. B. Lee , T. R. Howard , R. H. Grubbs , J. Am. Chem. Soc. 1980 , 102 , 6876 −6878 . 10.1021/ja00542a050 Web of Science®Google Scholar 9d S. M. Rocklage , J. D. Fellman , G. A. Rupprecht , L. W. Messerle , R. R. Schrock , J. Am. Chem. Soc. 1981 , 103 , 1440 −1447 . 10.1021/ja00396a025 CASWeb of Science®Google Scholar 9e S. D. Chappell , D. J. Cole-Hamilton , Polyhedron 1982 , 1 , 739 −777 . 10.1016/0277-5387(82)80001-6 CASWeb of Science®Google Scholar 10 K. J. Irvin , J. J. Rooney , C. D. Stewart , M. L. H. Green , R. Mantab , J. Chem. Soc., Chem. Commun. 1978 , 604 −606 . Google Scholar 11 C. M. Fendrick , T. J. Marks , J. Am. Chem. Soc. 1984 , 106 , 2214 −2216 . 10.1021/ja00319a054 CASWeb of Science®Google Scholar 12 12a R. Hugues , B. Besson , J. M. Basset , J. Chem. Soc., Chem. Commun. 1980 , 719 −721 . 10.1039/C39800000719 CASWeb of Science®Google Scholar 12b C. O'Donohoe , J. K. A. Clarke , J. J. Rooney , J. Chem. Soc., Faraday Trans. 1980 , 76 , 345 −356 . 10.1039/f19807600345 CASWeb of Science®Google Scholar 13a R. A. Andersen , R. A. Jones , G. Wilkinson , J. Chem. Soc., Dalton Trans. 1978 , 446 −453 . 10.1039/DT9780000446 CASWeb of Science®Google Scholar 13b D. C. Griffiths , G. B. Young , Polyhedron 1983 , 2 , 1095 −1100 . 10.1016/S0277-5387(00)81462-X CASWeb of Science®Google Scholar 13c J. W. Bruno , G. M. Smith , T. J. Marks , C. K. Fair , A. J. Schultz , J. M. Williams , J. Am. Chem. Soc. 1986 , 108 , 40 −56 . 10.1021/ja00261a009 CASWeb of Science®Google Scholar 13d D. C. Griffiths , L. G. Joy , A. C. Skapski , D. J. Wilkes , G. B. Young , Organometallics 1986 , 5 , 1744 −1745 . 10.1021/om00139a037 CASWeb of Science®Google Scholar 13e Y.-D. Wu , Z.-H. Peng , K. W. K. Chan , X. Liu , A. A. Tuinman , Z. Xue , Organometallics 1999 , 18 , 2081 −2090 and references therein. 10.1021/om980595v CASWeb of Science®Google Scholar 14 P. Foley , G. M. Whitesides , J. Am. Chem. Soc. 1979 , 101 , 2732 −2733 . 10.1021/ja00504a041 CASWeb of Science®Google Scholar 15 S. D. Chappell , D. J. Cole-Hamilton , J. Chem. Soc., Dalton Trans. 1983 , 1051 −1057 . 10.1039/DT9830001051 CASWeb of Science®Google Scholar 16a E. Carmona , F. Gonzalez , M. L. Poveda , J. L. Atwood , R. D. Rogers , J. Chem. Soc., Dalton Trans. 1980 , 2108 −2116 . 10.1039/DT9800002108 CASWeb of Science®Google Scholar 16b E. Carmona , F. Gonzalez , M. L. Poveda , J. L. Atwood , R. D. Rogers , J. Chem. Soc., Dalton Trans. 1981 , 777 −782 . 10.1039/DT9810000777 Web of Science®Google Scholar 16c E. Carmona , M. Paneque , M. L. Poveda , R. D. Rogers , J. L. Atwood , Polyhedron 1984 , 3 , 317 −323 . 10.1016/S0277-5387(00)88115-2 CASWeb of Science®Google Scholar 16d M. A. Bennett , T. W. Hambley , N. K. Roberts , G. B. Robertson , Organometallics 1985 , 4 , 1992 −2000 . 10.1021/om00130a012 CASWeb of Science®Google Scholar 16e E. Carmona , J. M. Marín , M. Paneque , M. L. Poveda , Organometallics 1987 , 6 , 1757 −1765 . 10.1021/om00151a023 CASWeb of Science®Google Scholar 16f E. Carmona , E. Gutierrez-Puebla , J. M. Marín , A. Monge , M. Paneque , M. L. Poveda , C. Ruiz , J. Am. Chem. Soc. 1989 , 111 , 2883 −2891 . 10.1021/ja00190a023 CASWeb of Science®Google Scholar 17a W. A. Herrmann , Angew. Chem. Int. Ed. Engl. 1978 , 17 , 800 −812 . 10.1002/anie.197808001 Web of Science®Google Scholar 17b R. A. Andersen , M. H. Chisholm , J. F. Gibson , W. W. Reichert , I. P. Rothwell , G. Wilkinson , Inorg. Chem. 1981 , 20 , 3934 −3936 . 10.1021/ic50225a066 CASWeb of Science®Google Scholar 17c J. Müller , B. Passon , J. Pickardt , J. Organomet. Chem. 1982 , 228 , C51 −C54 . 10.1016/S0022-328X(00)87104-1 CASWeb of Science®Google Scholar 17d W. A. Herrmann , J. Organomet. Chem. 1983 , 250 , 319 −343 . 10.1016/0022-328X(83)85061-X CASWeb of Science®Google Scholar 17e K. Isobe , S. Okeya , N. J. Meanwell , A. J. Smith , H. Adams , P. M. Maitlis , J. Chem. Soc., Dalton Trans. 1984 , 1215 −1221 . 10.1039/DT9840001215 CASWeb of Science®Google Scholar 17f E. A. Carter , W. A. Goddard III , J. Am. Chem. Soc. 1986 , 108 , 4746 −4754 . 10.1021/ja00276a011 CASWeb of Science®Google Scholar 17g G. M. Smith , J. D. Carpenter , T. J. Marks , J. Am. Chem. Soc. 1986 , 108 , 6805 −6807 . 10.1021/ja00281a059 CASWeb of Science®Google Scholar 17h Y.-D. Wu , K. W. K. Chan , Z. Xue , J. Am. Chem. Soc. 1995 , 117 , 9259 −9264 . 10.1021/ja00141a018 CASWeb of Science®Google Scholar 18a F. W. Hartner Jr. , J. Schwartz , S. M. Clift , J. Am. Chem. Soc. 1983 , 105 , 640 −641 . 10.1021/ja00341a064 Web of Science®Google Scholar 18b A. R. Bulls , W. P. Schaefer , M. Serfas , J. E. Bercaw , Organometallics 1987 , 6 , 1219 −1226 . 10.1021/om00149a016 CASWeb of Science®Google Scholar 18c L. Li , M. Hung , Z. Xue , J. Am. Chem. Soc. 1995 , 117 , 12746 −12750 . 10.1021/ja00156a011 CASWeb of Science®Google Scholar 18d L. Li , Z. Xue , G. P. A. Yap , A. L. Rheingold , Organometallics 1995 , 14 , 4992 −4993 . 10.1021/om00011a009 CASWeb of Science®Google Scholar 18e J. B. Diminnie , H. D. Hall , Z. Xue , Chem. Commun. 1996 , 2383 −2384 . 10.1039/CC9960002383 CASWeb of Science®Google Scholar 18f L. Liu , L. Li , J. B. Diminnie , G. P. A. Yap , A. L. Rheingold , Z. Xue , Organometallics 1998 , 17 , 4597 −4606 . 10.1021/om980652k CASWeb of Science®Google Scholar 18g M. D. Fryzuk , P. B. Duval , S. S. S. H. Mao , M. J. Zaworotko , L. R. MacGillivray , J. Am. Chem. Soc. 1999 , 121 , 2478 −2487 . 10.1021/ja982969h CASWeb of Science®Google Scholar 18h C. G. Ortiz , K. A. Abboud , J. M. Boncella , Organometallics 1999 , 18 , 4253 −4260 . 10.1021/om990124o CASWeb of Science®Google Scholar 19a I. H. Elson , J. K. Kochi , U. Kablunde , L. E. Manzer , G. W. Parshall , F. N. Tebbe , J. Am. Chem. Soc. 1974 , 96 , 7374 −7376 . 10.1021/ja00830a046 CASWeb of Science®Google Scholar 19b L. E. Manzer , Inorg. Chem. 1977 , 16 , 525 −528 . 10.1021/ic50169a004 CASWeb of Science®Google Scholar 19c M. F. Lappert , C. R. C. Milne , J. Chem. Soc., Chem. Commun. 1978 , 925 −926 . 10.1039/C39780000925 CASWeb of Science®Google Scholar 19d G. Parkin , E. Bunel , B. J. Burger , M. S. Trimmer , A. van Asselt , J. E. Bercaw , J. Mol. Catal. 1987 , 41 , 21 −39 . 10.1016/0304-5102(87)80017-2 CASWeb of Science®Google Scholar 20 20a 1H NMR (C7D8, 20 °C): δ = 7.17 (m, 4 H), 7.05 (m, 2 H), 6.98 [m, 4 H, Me-C(Me)(C6H5)-(CH2)2-C(Me)(C6H5)-Me], 1.34 [s, 4 H, Me-C(Me)(C6H5)-(CH2)2-C(Me)(C6H5)-Me], 1.21 [s, 12 H, Me-C(Me)(C6H5)-(CH2)2-C(Me)(C6H5)-Me]. 13C{1H} NMR (C7D8, 20 °C): δ = phenyl region (overlapped with 4 and solvent resonances), 42.6 [Me−C(Me)(C6H5)-(CH2)2-C(Me)(C6H5)-Me], 39.9 [Me-C(Me)(C6H5)-(CH2)2-C(Me)(C6H5)-Me], 31.22 [Me−C(Me)(C6H5)-(CH2)2-C(Me)(C6H5)-Me]. Google Scholar 20b B. Åkermark , A. Ljungqvist , J. Organomet. Chem. 1979 , 182 , 47 −58 . 10.1016/S0022-328X(00)85875-1 Web of Science®Google Scholar 20c D. Schomburg , M. Link , H. Linoh , R. Tacke , J. Organomet. Chem. 1988 , 339 , 69 −80 . 10.1016/0022-328X(88)80526-6 CASWeb of Science®Google Scholar 21 A. Castro , M. Gómez , P. Gómez-Sal , A. Manzanero , P. Royo , J. Organomet. Chem. 1996 , 518 , 37 −46 . 10.1016/0022-328X(96)06176-1 CASWeb of Science®Google Scholar 22 R. B. King , M. B. Bisnette , J. Organomet. Chem. 1967 , 8 , 287 −297 . 10.1016/S0022-328X(00)91042-8 CASWeb of Science®Google Scholar 23 23a H. P. Fritz , Adv. Organomet. Chem. 1964 , 1 , 239 −316 . 10.1016/S0065-3055(08)60069-6 CASWeb of Science®Google Scholar 23b F. A. Cotton , T. J. Marks , J. Am. Chem. Soc. 1969 , 91 , 7281 −7285 . 10.1021/ja01054a014 CASWeb of Science®Google Scholar 24 24a M. Gómez , G. Jimenez , P. Royo , J. M. Selas , P. R. Raithby , J. Organomet. Chem. 1992 , 439 , 147 −154 . 10.1016/0022-328X(92)80225-M CASWeb of Science®Google Scholar 24b I. de Castro , J. de la Mata , M. Gómez , P. Gómez- Sal , P. Royo , J. M. Selas , Polyhedron 1992 , 11 , 1023 −1027 . 10.1016/S0277-5387(00)84469-1 CASWeb of Science®Google Scholar 24c A. Castro , M. V. Galakhov , M. Gómez , P. Gómez Sal , A. Martín , F. Sánchez , J. Organomet. Chem. 2000 , 595 , 36 −53 . 10.1016/S0022-328X(99)00566-5 CASWeb of Science®Google Scholar 24d A. Castro , M. V. Galakhov , M. Gómez , P. Gómez-Sal , A. Martín , F. Sánchez , P. Velasco , Eur. J. Inorg. Chem. 2000 , 2047 −2054 . 10.1002/1099-0682(200009)2000:9 3.0.CO;2-V CASWeb of Science®Google Scholar 25 25a R. A. Bell , S. A. Cohen , N. M. Doherty , R. S. Threlkel , J. E. Bercaw , Organometallics 1986 , 5 , 972 −975 . 10.1021/om00136a022 CASWeb of Science®Google Scholar 25b V. C. Gibson , J. E. Bercaw , W. J. Bruton Jr. , R. D. Sanner , Organometallics 1986 , 5 , 976 −979 . 10.1021/om00136a023 CASWeb of Science®Google Scholar 26 J. H. Shin , G. Parkin , Chem. Commun. 1999 , 887 −888 . 10.1039/a900895k CASWeb of Science®Google Scholar 27 J. H. Shin , G. Parkin , Organometallics 1994 , 13 , 2147 −2149 . 10.1021/om00018a004 CASWeb of Science®Google Scholar 28 R. J. Errington, Advanced Practical Inorganic and Metalorganic Chemistry, Blackie Academic & Professional, An Imprint of Chapman & Hall, London, UK, 1997. Google Scholar 29 C. Tessiers-Youngs , O. T. Beachley Jr. , Inorg. Synth. 1986 , 24 , 95 −97 . 10.1002/9780470132555.ch30 Google Scholar 30 R. R. Schrock , J. Organomet. Chem. 1976 , 122 , 209 −225 . 10.1016/S0022-328X(00)80612-9 CASWeb of Science®Google Scholar 31a WinGX: L. J. Farrugia , J. Appl. Cryst. 1999 , 32 , 837 −838 . 10.1107/S0021889899006020 CASGoogle Scholar 31b G. M. Sheldrick, SHELX-97, Program for Crystal Structure Analysis (Release 97-2), University of Göttingen, Göttingen, Germany, 1998. Google Scholar 31c XHYDEX: A. G. Orpen , J. Chem. Soc., Dalton Trans. 1980 , 2509 −2516 . 10.1039/dt9800002509 CASWeb of Science®Google Scholar Citing Literature Volume2002, Issue6June 2002Pages 1336-1342 ReferencesRelatedInformation
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