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Monoprotection of Arylene‐Diacetic Acids Allowing the Build‐Up of Longer Aromatic Ribbons by Successive Perkin Condensations
Author(s) -
Naulet Guillaume,
Robert Antoine,
Dechambenoit Pierre,
Bock Harald,
Durola Fabien
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701499
Subject(s) - chemistry , arylene , bifunctional , intramolecular force , condensation , aryl , conjugated system , combinatorial chemistry , organic chemistry , polymer , catalysis , alkyl , physics , thermodynamics
Aryl diacetic mono‐acid mono‐esters were designed and efficiently synthesized as mono‐protected bifunctional building blocks for the Perkin condensation between arylacetic acids and arylglyoxylic acids. Although, so far, this Perkin strategy has only been used for the formation of linear trimers or macrocyclic tetramers, it can now be adapted to the formation of pentameric conjugated species to give access, after adequate intramolecular cyclizations, to longer and more complex carboxy‐substituted polycyclic aromatic compounds.