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The Palladium‐Catalyzed Carbonylative Telomerization Reaction with Phenols, Polyphenols and Kraft Lignin
Author(s) -
Dumont Clément,
Belva Frederic,
Gauvin Regis M.,
Sauthier Mathieu
Publication year - 2018
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201802017
Subject(s) - chemistry , phenols , catalysis , telomerization , organic chemistry , palladium , nucleophile , aryl , benzoic acid , polyphenol , lignin , alkyl , antioxidant
An efficient carbonylative coupling reaction of two equivalents of 1,3‐butadiene, yielding aryl nona‐3,8‐dienoate esters, is performed with phenols as nucleophile, and promoted by palladium‐based catalysts. Optimization study reveals the key role of benzoic acid as a cocatalyst. The suggested catalyst combination enables the conversion of a wide scope of variously substituted phenols into corresponding esters with a high yield. Further tests were performed with diphenols, naturally‐occurring phenols and an industrial grade Kraft lignin, thus, indicating the scope of this reaction for transforming industrially relevant polyphenolic structures.