Steric Effect of Carboxylate Ligands on Pd‐Catalyzed Intramolecular C(sp 2 )–H and C(sp 3 )–H Arylation Reactions | Zendy

Tanji Yutaka | Zendy; Mitsutake Naoya | Zendy; Fujihara Tetsuaki | Zendy; Tsuji Yasushi | Zendy

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Steric Effect of Carboxylate Ligands on Pd‐Catalyzed Intramolecular C(sp 2 )–H and C(sp 3 )–H Arylation Reactions

Author(s) -

Tanji Yutaka,

Mitsutake Naoya,

Fujihara Tetsuaki,

Tsuji Yasushi

Publication year - 2018

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201804566

Subject(s) - steric effects , chemistry , intramolecular force , carboxylate , catalysis , ligand (biochemistry) , medicinal chemistry , acetic acid , catalytic cycle , stereochemistry , organic chemistry , receptor , biochemistry

A bulky carboxylic acid bearing three cyclohexylmethyl substituents at the α‐position, namely, tri(cyclohexylmethyl)acetic acid, is demonstrated to act as an efficient ligand source in Pd‐catalyzed intramolecular C(sp 2 )−H and C(sp 3 )−H arylation reactions. The reactions proceed smoothly under mild reaction conditions, even at room temperature due to the steric bulk of the carboxylate ligands, which accelerates the rate‐determining C−H bond activation step in the catalytic cycle.

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