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Organometallic Control over the Regiospecificity of Functionalization Reactions: 1,2,3‐Trifluorobenzene and Bromo Derivatives thereof as Substrates
Author(s) -
Heiss Christophe,
Schlosser Manfred
Publication year - 2003
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.200390078
Subject(s) - chemistry , halogen , deprotonation , bromine , surface modification , organic chemistry , halogenation , group 2 organometallic chemistry , combinatorial chemistry , molecule , ion , alkyl
In a case study, 1,2,3‐trifluorobenzene was functionalized at each of the two vacant positions (producing the benzoic acids 1 and 2 ) and, in addition, bromine was introduced into all available positions (producing the benzoic acids 3 − 5 ). The required regioflexibility was achieved by applying novel organometallic recipes such as deprotonation‐triggered halogen migrations and site‐discriminating competitive halogen−metal permutations. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)