Campus Units
Chemistry, Ames Laboratory
Document Type
Article
Publication Version
Published Version
Publication Date
5-20-2011
Journal or Book Title
ACS Catalysis
Volume
1
Issue
7
First Page
698
Last Page
702
DOI
10.1021/cs2001016
Abstract
The four-coordinate zinc compound ToMZnH (1, ToM = tris(4,4-dimethyl-2-oxazolinyl)phenylborate) catalyzes selective alcoholysis of substituted hydrosilanes. The catalytic reaction of PhMeSiH2 and aliphatic alcohols favors the monodehydrocoupled product PhMeHSi–OR. With the aryl alcohol 3,5-C6H3Me2OH, the selectivity for mono(aryloxy)hydrosilane PhMeHSiOC6H3Me2 and bis(aryloxy)silane PhMeSi(OC6H3Me2)2 is controlled by relative reagent concentrations. Reactions of secondary organosilanes and diols provide cyclic bis(oxo)silacycloalkanes in high yield. The empirical rate law for the ToMZnH-catalyzed reaction of 3,5-dimethylphenol and PhMeSiH2 is −d[PhMeSiH2]/dt = k′obs[ToMZnH]1[3,5-C6H3Me2OH]0[PhMeSiH2]1 (determined at 96 °C) which indicates that Si–O bond formation is turnover-limiting in the presence of excess phenol.
Copyright Owner
American Chemical Society
Copyright Date
2011
Language
en
File Format
application/pdf
Recommended Citation
Mukherjee, Debabrata; Thompson, Richard R.; Ellern, Arkady; and Sadow, Aaron D., "Coordinatively Saturated Tris(oxazolinyl)borato Zinc Hydride-Catalyzed Cross Dehydrocoupling of Silanes and Alcohols" (2011). Chemistry Publications. 233.
https://lib.dr.iastate.edu/chem_pubs/233
Comments
Reprinted (adapted) with permission from ACS Catalysis 1 (2011): 698, doi: 10.1021/cs2001016. Copyright 2011 American Chemical Society.