Silanol as a Removable Directing Group for the PdII-Catalyzed Direct Olefination of Arenes

Need some direction? Silanol was developed as a directing group for the PdII‐catalyzed oxidative Heck‐type reaction of arenes. A one‐pot CH activation/desilylation process of benzyldiisopropylsilanol was also demonstrated, providing a powerful approach for the synthesis of ortho‐alkenyl‐substituted...

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Bibliographic Details
Published in:	Chemistry : a European journal Vol. 17; no. 51; pp. 14371 - 14374
Main Authors:	Wang, Cong, Ge, Haibo
Format:	Journal Article
Language:	English
Published:	Weinheim WILEY-VCH Verlag 16-12-2011 WILEY‐VCH Verlag Wiley Subscription Services, Inc
Subjects:	arenes Chemistry directing groups olefination palladium silanols
Online Access:	Get full text
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Summary:	Need some direction? Silanol was developed as a directing group for the PdII‐catalyzed oxidative Heck‐type reaction of arenes. A one‐pot CH activation/desilylation process of benzyldiisopropylsilanol was also demonstrated, providing a powerful approach for the synthesis of ortho‐alkenyl‐substituted alkylarenes (see scheme). Considering the easily attachable and readily removable properties of the silanol group, this reaction will find broad synthetic applications.
Bibliography:	NSF-MRI - No. CHE-0619254 ArticleID:CHEM201103171 Indiana University Purdue University ark:/67375/WNG-32GBMZC3-3 istex:F7A97918BEB3C683EE8FFF1D2EB702CC5BF9CB3D
ISSN:	0947-6539 1521-3765
DOI:	10.1002/chem.201103171