Addition of Organometallic Reagents to a Stable Silene and Germene

Authors

Bahareh Farhadpour, The University of Western Ontario
Jiacheng Guo, The University of Western Ontario
Laura C. Pavelka, The University of Western Ontario
Kim M. Baines, The University of Western OntarioFollow

Document Type

Article

Publication Date

8-10-2015

Journal

Organometallics

Volume

34

Issue

15

First Page

3748

Last Page

3755

URL with Digital Object Identifier

10.1021/acs.organomet.5b00423

Abstract

A variety of alkyllithium (R = Me, Bu, t-Bu) reagents and potassium tert-butoxide were added to the highly reactive silene Mes2Si=CHCH2t-Bu (1) and the germene Mes2Ge=CHCH2t-Bu (4) in diethyl ether. 1,2-Addition products were obtained regioselectively and in good yield after treatment with a weak acid with no evidence for any rearrangement products and no polymerization observed. The reactivity of the silene 1 and germene 4 toward organometallic reagents is compared to previous studies of analogous silenes and germenes. (Chemical Equation Presented).