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Highly enantioselective palladium-catalyzed hydrosilylation of norbornene with trichlorosilane using ferrocenyl ligands |
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| Affiliation: | 1. Department of Chemistry, Government Arts College(Autonomous), Karur 639 005, Tamilnadu, India;2. Department of Chemistry, Mother Theresa Women''s University, Kodaikanal 624 102, Tamilnadu, India;1. Departamento de Química, Laboratório de Materiais Inorgânicos, Universidade Federal de Santa Maria, 97105-900 Santa Maria, RS, Brazil;2. Laboratório de Síntese Orgânica Limpa — LASOL, CCQFA, Universidade Federal de Pelotas, 96010-900 Pelotas, RS, Brazil |
| Abstract: | The Pd-catalyzed hydrosilylation of norbornene with trichlorosilane using different chiral ferrocenyl ligands containing a phosphine and a pyrazole as donors was studied. Both steric and electronic factors affect stereoselectivity in this system. The combination of a sterically bulky pyrazole substituent with a π-acidic phosphine leads to an enantioselectivity of >99.5% ee. Important substrate electronic effects on stereoselectivity were observed using para-substituted styrenes. |
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