Facileγ-C−H Bond Activation in Phosphinoamine Ligands Resulting in Regio- and Stereoselective C−C Coupling with Terminal Acetylenes
1998; Wiley; Volume: 4; Issue: 10 Linguagem: Inglês
10.1002/(sici)1521-3765(19981002)4
ISSN1521-3765
AutoresChristian Slugovc, K. Mauthner, M. Kacetl, K. Mereiter, Roland Schmid, Karl Kirchner,
Tópico(s)Chemical Synthesis and Analysis
ResumoChemistry – A European JournalVolume 4, Issue 10 p. 2043-2050 Full Paper Facile γ-C−H Bond Activation in Phosphinoamine Ligands Resulting in Regio- and Stereoselective C−C Coupling with Terminal Acetylenes Christian Slugovc, Christian Slugovc Institute of Inorganic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria), Fax: (+43) 1–5816668Search for more papers by this authorKlaus Mauthner, Klaus Mauthner Institute of Inorganic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria), Fax: (+43) 1–5816668Search for more papers by this authorMartin Kacetl, Martin Kacetl Institute of Inorganic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria), Fax: (+43) 1–5816668Search for more papers by this authorKurt Mereiter, Kurt Mereiter Institute of Mineralogy, Crystallography, and Structural Chemistry Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria)Search for more papers by this authorRoland Schmid, Roland Schmid Institute of Inorganic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria), Fax: (+43) 1–5816668Search for more papers by this authorKarl Kirchner, Karl Kirchner [email protected] Institute of Inorganic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria), Fax: (+43) 1–5816668Search for more papers by this author Christian Slugovc, Christian Slugovc Institute of Inorganic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria), Fax: (+43) 1–5816668Search for more papers by this authorKlaus Mauthner, Klaus Mauthner Institute of Inorganic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria), Fax: (+43) 1–5816668Search for more papers by this authorMartin Kacetl, Martin Kacetl Institute of Inorganic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria), Fax: (+43) 1–5816668Search for more papers by this authorKurt Mereiter, Kurt Mereiter Institute of Mineralogy, Crystallography, and Structural Chemistry Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria)Search for more papers by this authorRoland Schmid, Roland Schmid Institute of Inorganic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria), Fax: (+43) 1–5816668Search for more papers by this authorKarl Kirchner, Karl Kirchner [email protected] Institute of Inorganic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060 Vienna (Austria), Fax: (+43) 1–5816668Search for more papers by this author First published: 14 December 1998 https://doi.org/10.1002/(SICI)1521-3765(19981002)4:10 3.0.CO;2-5Citations: 28AboutPDF 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 Novel C−C coupling products are afforded from the reaction of tris(pyrazolyl)borate ruthenium complexes, containing the phosphinoamine ligands Ph2PCH2CH2NMe2, Ph2PCH2CH2NEt2, and Ph2PCH2CH2NiPr2, with terminal acetylenes (see scheme). The coupling takes place regioselectively at the γ-carbon atom of the phosphinoamine ligand and, depending on the steric requirments of R, either at the internal or terminal carbon atom of the acetylene molecule. All these reactions proceed in a highly diastereoselective fashion. References 1a H. E. Selnau, J. S. Merola, J. Am. Chem. Soc. 1991, 113, 4008 10.1021/ja00010a062 CASWeb of Science®Google Scholar 1b R. Wiedmann, P. Steinert, M. Schäfer, H. Werner, J. Am. Chem. Soc. 1993, 115, 9864 10.1021/ja00074a089 CASWeb of Science®Google Scholar 1c H. Werner, R. Wiedmann, P. Steinert, J. Wolf, Chem. Eur. 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