Acid–Base Interaction between Transition‐Metal Hydrides: Dihydrogen Bonding and Dihydrogen Evolution
2010; Wiley; Volume: 123; Issue: 6 Linguagem: Inglês
10.1002/ange.201005274
ISSN1521-3757
AutoresVladislava A. Levina, Andrea Rossin, Natalia V. Belkova, Michele R. Chierotti, Lina M. Epstein, Oleg A. Filippov, Roberto Gobetto, Luca Gonsalvi, Agustı́ Lledós, Elena S. Shubina, Fabrizio Zanobini, Maurizio Peruzzini,
Tópico(s)Asymmetric Hydrogenation and Catalysis
ResumoAngewandte ChemieVolume 123, Issue 6 p. 1403-1406 Zuschrift Acid–Base Interaction between Transition-Metal Hydrides: Dihydrogen Bonding and Dihydrogen Evolution† Vladislava A. Levina, Vladislava A. Levina A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia)Search for more papers by this authorDr. Andrea Rossin, Corresponding Author Dr. Andrea Rossin [email protected] Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Andrea Rossin, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Natalia V. Belkova, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Elena S. Shubina, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Maurizio Peruzzini, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this authorDr. Natalia V. Belkova, Corresponding Author Dr. Natalia V. Belkova [email protected] A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Andrea Rossin, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Natalia V. Belkova, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Elena S. Shubina, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Maurizio Peruzzini, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this authorDr. Michele R. Chierotti, Dr. Michele R. Chierotti Dipartimento di Chimica I.F.M., Università di Torino, Torino (Italy)Search for more papers by this authorProf. Lina M. Epstein, Prof. Lina M. Epstein A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia)Search for more papers by this authorDr. Oleg A. Filippov, Dr. Oleg A. Filippov A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia)Search for more papers by this authorProf. Roberto Gobetto, Prof. Roberto Gobetto Dipartimento di Chimica I.F.M., Università di Torino, Torino (Italy)Search for more papers by this authorDr. Luca Gonsalvi, Dr. Luca Gonsalvi Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this authorProf. Agustí Lledós, Prof. Agustí Lledós Universitat Autònoma de Barcelona (UAB), Departament de Química, Edifici Cn, Bellaterra (Barcelona) (Spain)Search for more papers by this authorProf. Elena S. Shubina, Corresponding Author Prof. Elena S. Shubina [email protected] A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Andrea Rossin, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Natalia V. Belkova, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Elena S. Shubina, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Maurizio Peruzzini, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this authorDipl.-Chem. Fabrizio Zanobini, Dipl.-Chem. Fabrizio Zanobini Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this authorDr. Maurizio Peruzzini, Corresponding Author Dr. Maurizio Peruzzini [email protected] Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Andrea Rossin, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Natalia V. Belkova, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Elena S. Shubina, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Maurizio Peruzzini, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this author Vladislava A. Levina, Vladislava A. Levina A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia)Search for more papers by this authorDr. Andrea Rossin, Corresponding Author Dr. Andrea Rossin [email protected] Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Andrea Rossin, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Natalia V. Belkova, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Elena S. Shubina, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Maurizio Peruzzini, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this authorDr. Natalia V. Belkova, Corresponding Author Dr. Natalia V. Belkova [email protected] A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Andrea Rossin, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Natalia V. Belkova, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Elena S. Shubina, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Maurizio Peruzzini, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this authorDr. Michele R. Chierotti, Dr. Michele R. Chierotti Dipartimento di Chimica I.F.M., Università di Torino, Torino (Italy)Search for more papers by this authorProf. Lina M. Epstein, Prof. Lina M. Epstein A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia)Search for more papers by this authorDr. Oleg A. Filippov, Dr. Oleg A. Filippov A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia)Search for more papers by this authorProf. Roberto Gobetto, Prof. Roberto Gobetto Dipartimento di Chimica I.F.M., Università di Torino, Torino (Italy)Search for more papers by this authorDr. Luca Gonsalvi, Dr. Luca Gonsalvi Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this authorProf. Agustí Lledós, Prof. Agustí Lledós Universitat Autònoma de Barcelona (UAB), Departament de Química, Edifici Cn, Bellaterra (Barcelona) (Spain)Search for more papers by this authorProf. Elena S. Shubina, Corresponding Author Prof. Elena S. Shubina [email protected] A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Andrea Rossin, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Natalia V. Belkova, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Elena S. Shubina, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Maurizio Peruzzini, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this authorDipl.-Chem. Fabrizio Zanobini, Dipl.-Chem. Fabrizio Zanobini Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this authorDr. Maurizio Peruzzini, Corresponding Author Dr. Maurizio Peruzzini [email protected] Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Andrea Rossin, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.it Natalia V. Belkova, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Elena S. Shubina, A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov str. 28, 119991 Moscow (Russia) Maurizio Peruzzini, Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti Organometallici (ICCOM) via Madonna del Piano 10, 50019 Sesto Fiorentino (Italy), Fax: (+39) 0555-225-203 http://www.iccom.cnr.itSearch for more papers by this author First published: 29 December 2010 https://doi.org/10.1002/ange.201005274Citations: 8 † The authors thank “Firenze Hydrolab”, a project sponsored by Ente Cassa di Risparmio di Firenze (ECRF), the PIRODE project by MATTM (Rome), the Russian Foundation for Basic Research (RFBR, project 11-03-01210), and the CNR-RAS bilateral agreement for supporting this research. A.R. would like to thank the Centre de Supercomputació de Catalunya (CESCA) for providing additional computational resources. A.L. thanks the Spanish MICINN (projects CTQ2008-06866-C02-01 and CSD2007-00006). O.F. acknowledges the Russian Federation President grant (MK-314.2010.3) Read the full textAboutPDF ToolsRequest permissionAdd to favorites 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 Graphical Abstract H2-Bildung: Die Reaktion des sauren Wolfram(II)-hydrids 2 mit dem Nickel(II)-Pinzettenkomplex 1 in THF oder Toluol führte nach Bildung einer H-H-Brücke zur Ni-W-Spezies 3 (siehe Bild). Das erste Beispiel für eine H-H-Brücke zwischen zwei Metallhydriden mit entgegengesetzter Polarität wurde anhand von NMR- und IR-Spektroskopie, Röntgenstrukturanalyse und DFT-Berechnungen untersucht. Supporting Information Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Filename Description ange_201005274_sm_miscellaneous_information.pdf1.7 MB miscellaneous_information Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. References 1 1aM. Besora, A. Lledós, F. Maseras, Chem. Soc. Rev. 2009, 38, 957–966; 1bN. V. Belkova, E. S. Shubina, L. M. Epstein, Acc. Chem. Res. 2005, 38, 624–631; 1cM. Peruzzini, R. Poli, Recent Advances in Hydride Chemistry, Elsevier SA, Amsterdam, NL, 2001. 2 2aL. M. Epstein, E. S. Shubina, Coord. Chem. Rev. 2002, 231, 165–181; 2bE. S. Shubina, N. V. Belkova, L. M. Epstein, J. Organomet. Chem. 1997, 536–537, 17–29; 2cL. Brammer, Dalton Trans. 2003, 3145–3157. 3 3aP. A. Dub, O. A. Filippov, G. A. Silantyev, N. V. Belkova, J.-C. Daran, L. M. Epstein, R. Poli, E. S. Shubina, Eur. J. Inorg. Chem. 2010, 1489–1500; 3bN. V. Belkova, M. Besora, M. Baya, P. A. Dub, L. M. Epstein, A. Lledós, R. Poli, P. O. Revin, E. S. Shubina, Chem. Eur. J. 2008, 14, 9921–9934; 3cN. V. Belkova, P. O. Revin, M. Besora, M. Baya, L. M. Epstein, A. Lledós, R. Poli, E. S. Shubina, E. V. Vorontsov, Eur. J. Inorg. Chem. 2006, 2192–2209; 3dN. V. Belkova, E. Collange, P. Dub, L. M. Epstein, D. A. Lemenovskii, A. Lledós, O. Maresca, F. Maseras, R. Poli, P. O. Revin, E. S. Shubina, E. V. Vorontsov, Chem. Eur. J. 2005, 11, 873–888. 4S. S. Kristjansdottir, J. R. Norton in Transition Metal Hydrides (Ed.: ), VCH, New York, 1991, pp. 309–357. 5N. V. Belkova, E. I. Gutsul, O. A. Filippov, V. Levina, D. A. Valyaev, L. M. Epstein, A. Lledós, E. S. Shubina, J. Am. Chem. Soc. 2006, 128, 3486–3487. 6K. Abdur-Rashid, T. P. Fong, B. Greaves, D. G. Gusev, J. G. Hinman, S. E. Landau, A. J. Lough, R. H. Morris, J. Am. Chem. Soc. 2000, 122, 9155–9171. 7 7aB. J. Boro, E. N. Duesler, K. I. Goldberg, R. A. Kemp, Inorg. Chem. 2009, 48, 5081–5087; 7bC. J. Moulton, B. L. Shaw, J. Chem. Soc. Dalton Trans. 1976, 1020–1024. 8R. P. L. Burchell, P. Sirsch, A. Decken, G. S. McGrady, Dalton Trans. 2009, 5851–5857. 9In the presence of a fivefold TFE excess the NiH resonance of 1 (δ=−9.77 ppm at 220 K) shifts to higher field (Δδ=−0.25) and its relaxation time T1min shortens from 583 ms (210 K) to 244 ms (220 K). IR spectra exhibit a lower frequency shift of the νOH band of the alcohol, thus evidencing the hydrogen bond formation. The values of (−2.5±0.2) kcal mol-1 for ΔH° and (−4.3±0.8) e.u. for ΔS° were calculated from the temperature dependence of the DHB formation constant.[1b, 2a] The intensity of the νNiH band at 1739 cm−1 decreases in the presence of TFE while a high-frequency shoulder appears at 1770 cm−1 at 190 K. 10The reaction is not reversible: when a CD3NO2 solution of 3 was pressurized with H2 at 30 bar for 18 hours at room temperature, no reaction was observed; subsequent heating at 60 °C for 2 hours generated unknown decomposition products. No trace of either 1 or 2 was detected in the sample. 11Few other crystallographically characterized examples of “isocarbonylic” (μ-κ,C:κ,O-CO) bridges between two metal centres are available; for examples, see: 11aS. T. Liddle, B. M. Gardner, J. Organomet. Chem. 2009, 694, 1581–1585 (Y-Cr); 11bP. V. Poplaukhin, X. Chen, E. A. Meyers, S. G. Shore, Inorg. Chem. 2006, 45, 10115–10125 (Yb–Mn); 11cJ. A. Kovacs, R. G. Bergman, J. Am. Chem. Soc. 1989, 111, 1131–1133 (W-Zr). No reference to Ni–W systems was found. 12 12a[(iPrPCP)Ni(OH)]: J. Cámpora, P. Palma, D. del Rio, E. Álvarez, Organometallics 2004, 23, 1652–1655 (d(Ni-O)=1.865(2)); 12b[iPrPCP)Ni(OMe)]: J. Cámpora, P. Palma, D. del Rio, M. M. Conejo, E. Álvarez, Organometallics 2004, 23, 5653–5655 (d(Ni-O)=1.855(2)). 13V. A. Levina, O. A. Filippov, E. I. Gutsul, N. V. Belkova, L. M. Epstein, A. Lledós, E. S. Shubina, J. Am. Chem. Soc. 2010, 132, 11234–11246. 14 14aN. V. Belkova, L. M. Epstein, A. I. Krylova, E. G. Faerstein, E. S. Shubina, Russ. Chem. Bull. 2007, 56, 870–874; 14bN. Avramovic, J. Hock, O. Blacque, T. Fox, H. W. Schmalle, H. Berke, J. Organomet. Chem. 2010, 695, 382–391. 15N. V. Belkova, L. M. Epstein, E. S. Shubina, Eur. J. Inorg. Chem. 2010, 3555–3565. 16For an example of a side-on bridging H2 ligand, see: J. P. Collman, J. E. Hutchinson, P. S. Wagenknecht, N. S. Lewis, M. A. Lopez, R. Guilard, J. Am. Chem. Soc. 1990, 112, 8206–8208. For another curious example of a side-on μ3-H2 coordination to a Ru3 triangle, see: G. Süss-Fink, L. Plasseraud, A. Maisse-François, H. Stoeckli-Evans, H. Berke, T. Fox, R. Gautier, J.-Y. Saillard, J. Organomet. Chem. 2000, 609, 196–203. No examples of structures that contain an end-on bridging coordination mode were found. 17 17aD. W. Stephan, G. Erker, Angew. Chem. 2010, 122, 50–81; Angew. Chem. Int. Ed. 2010, 49, 46–76; 17bS. Grimme, H. Kruse, L. Goerigk, G. Erker, Angew. Chem. 2010, 122, 1444–1447; Angew. Chem. Int. Ed. 2010, 49, 1402–1405; 17cT. A. Rokob, A. Hamza, A. Stirling, T. I. Soós, I. Pápai, Angew. Chem. 2008, 120, 2469–2472; Angew. Chem. Int. Ed. 2008, 47, 2435–2438. Citing Literature Volume123, Issue6February 7, 2011Pages 1403-1406 This is the German version of Angewandte Chemie. Note for articles published since 1962: Do not cite this version alone. Take me to the International Edition version with citable page numbers, DOI, and citation export. 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