4.8 Article

Diverse meta-C- H Functionalization of Arenes across Different Linker Lengths

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 26, Pages 7659-7663

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201804043

Keywords

arenes; C-H activation; conformational flexibility; palladium; synthetic methods

Funding

  1. DST Nano Mission, India [SR/NM/NS-1065/2015]
  2. DST-India [YSS/2014/000530]

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Arenes containing conformationally flexible long alkyl chains have been successfully functionalized at the meta-position. Good to excellent meta selectivity is achieved for systems with up to 20 atoms between the target C-H bond and the coordinating heteroatom of the directing group. The palladium-catalyzed functionalization reactions include alkylation, cyanation, olefination, and acetoxylation. The meta selectivity is exclusively governed by the design of flexible pyrimidine-based scaffolds.

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