Dehydrogenative silylation of amines and hydrosilylation of imines catalyzed by ytterbium-imine complexes

Citation
K. Takaki et al., Dehydrogenative silylation of amines and hydrosilylation of imines catalyzed by ytterbium-imine complexes, J ORG CHEM, 64(11), 1999, pp. 3891-3895
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
64
Issue
11
Year of publication
1999
Pages
3891 - 3895
Database
ISI
SICI code
0022-3263(19990528)64:11<3891:DSOAAH>2.0.ZU;2-5
Abstract
Dehydrogenative silylation of primary and secondary amines with triphenylsi lane was catalyzed by ytterbium-imine complexes, [Yb(eta(2)-Ph2CNAr)(hmpa)( n)], to give aminosilanes in good yields. In the reaction with diphenyl- an d phenylsilanes, diaminosilanes were formed as major products. Whereas n- a nd sec-alkylamines were readily silylated, tert-alkylamines and aromatic am ines exhibited lower reactivities. Moreover, hydrosilylation of imines has been achieved by using phenylsilane and the imine complexes (Ar = Ph, C6H4F -4), giving rise to mono- and diaminosilanes. The two reactions were in agr eement as regards the product selectivities and yields.