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Catalytic Access to Alkyl Bromides, Chlorides and Iodides via Visible Light‐Promoted Decarboxylative Halogenation
Author(s) -
Candish Lisa,
Standley Eric A.,
GómezSuárez Adrián,
Mukherjee Satobhisha,
Glorius Frank
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201602251
Subject(s) - halogenation , chemistry , catalysis , halogen , alkyl , photocatalysis , mercury (programming language) , iridium , decarboxylation , visible spectrum , organic chemistry , photochemistry , materials science , optoelectronics , computer science , programming language
Herein is reported the catalytic, visible light‐promoted, decarboxylative halogenation (bromination, chlorination, and iodination) of aliphatic carboxylic acids. This operationally‐simple reaction tolerates a range of functional groups, proceeds at room temperature, and is redox neutral. By employing an iridium photocatalyst in concert with a halogen atom source, the use of stoichiometric metals such as silver, mercury, thallium, and lead can be circumvented. This reaction grants access to valuable synthetic building blocks from the large pool of cheap, readily available carboxylic acids.