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A Clean and Selective Radical Homocoupling Employing Carboxylic Acids with Titania Photoredox Catalysis
Author(s) -
David W. Manley,
John C. Walton
Publication year - 2014
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol502625w
Subject(s) - chemistry , photoredox catalysis , intramolecular force , radical , intermolecular force , catalysis , combinatorial chemistry , photochemistry , organic chemistry , photocatalysis , molecule
A titania photoredox catalysis protocol was developed for the homocoupling of C-centered radicals derived from carboxylic acids. Intermolecular reactions were generally efficient and selective, furnishing the desired dimers in good yields under mild neutral conditions. Selective cross-coupling with two acids proved unsuccessful. An intramolecular adaptation enabled macrocycles to be prepared, albeit in modest yields.

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