Silanol as a removable directing group for the pd II-catalyzed direct olefination of arenes

Cong Wang; Haibo Ge

doi:10.1002/chem.201103171

Silanol as a removable directing group for the pd ^II-catalyzed direct olefination of arenes

Cong Wang, Haibo Ge

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

74 Scopus citations

Abstract

Need some direction? Silanol was developed as a directing group for the Pd ^II-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.

Original language	English
Pages (from-to)	14371-14374
Number of pages	4
Journal	Chemistry - A European Journal
Volume	17
Issue number	51
DOIs	https://doi.org/10.1002/chem.201103171
State	Published - Dec 16 2011

Keywords

arenes
directing groups
olefination
palladium
silanols

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title = "Silanol as a removable directing group for the pd II-catalyzed direct olefination of arenes",

abstract = "Need some direction? Silanol was developed as a directing group for the Pd II-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.",

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author = "Cong Wang and Haibo Ge",

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T1 - Silanol as a removable directing group for the pd II-catalyzed direct olefination of arenes

AU - Wang, Cong

AU - Ge, Haibo

PY - 2011/12/16

Y1 - 2011/12/16

N2 - Need some direction? Silanol was developed as a directing group for the Pd II-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.

AB - Need some direction? Silanol was developed as a directing group for the Pd II-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.

KW - arenes

KW - directing groups

KW - olefination

KW - palladium

KW - silanols

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DO - 10.1002/chem.201103171

M3 - Article

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JO - Chemistry - A European Journal

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