Regioselective Diboration and Silaboration of Allenes Catalyzed by Au Nanoparticles

Under catalysis by commercially available supported Au nanoparticles on TiO2 (1 mol %), terminal allenes undergo diboration and silaboration exclusively on the terminal double bond, in high yields and stereoselectivity. In silaboration, the boron moiety (Bpin) is attached on the terminal carbon and...

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Bibliographic Details
Published inACS catalysis Vol. 8; no. 2; pp. 1227 - 1230
Main Authors Kidonakis, Marios, Stratakis, Manolis
Format Journal Article
LanguageEnglish
Published American Chemical Society 02.02.2018
Subjects
allenes
Au nanoparticles
catalysis
diboration
silaboration
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Summary:Under catalysis by commercially available supported Au nanoparticles on TiO2 (1 mol %), terminal allenes undergo diboration and silaboration exclusively on the terminal double bond, in high yields and stereoselectivity. In silaboration, the boron moiety (Bpin) is attached on the terminal carbon and the silyl group on the sp-C, a regioselectivity pattern that is unusual. No ligands or additives are required, while the catalyst is recyclable and reusable. The selectivity is rationalized in terms of a π-allyl type or an η-1 complex intermediate with an apparent allylic carbocationic character, as revealed through the use of cyclopropyl allenes as sensitive probes.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.7b04084