PdII-catalyzed monoselective ortho halogenation of C-H bonds assisted by counter cations: A complementary method to directed ortho lithiation

Tian Sheng Mei; Ramesh Giri; Nathan Maugel; Jin Quan Yu

doi:10.1002/anie.200705613

Pd^II-catalyzed monoselective ortho halogenation of C-H bonds assisted by counter cations: A complementary method to directed ortho lithiation

Tian Sheng Mei, Ramesh Giri, Nathan Maugel, Jin Quan Yu

Chemistry

Research output: Contribution to journal › Article › peer-review

330 Scopus citations

Abstract

(Chemical Equation Presented) When the counterion counts: The yield and selectivity of the title transformation of benzoic acid derivatives were improved greatly by using tetraalkyl ammonium salts as additives (see scheme; monoselectivity: 5:1-18:1). These effects are attributed to the influence of counter cations. The halogenated products are versatile intermediates for the construction of substituted aromatic compounds. DMF=N,N-dimethylformamide.

Original language	English (US)
Pages (from-to)	5215-5219
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	28
DOIs	https://doi.org/10.1002/anie.200705613
State	Published - Jun 27 2008

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry

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10.1002/anie.200705613

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abstract = "(Chemical Equation Presented) When the counterion counts: The yield and selectivity of the title transformation of benzoic acid derivatives were improved greatly by using tetraalkyl ammonium salts as additives (see scheme; monoselectivity: 5:1-18:1). These effects are attributed to the influence of counter cations. The halogenated products are versatile intermediates for the construction of substituted aromatic compounds. DMF=N,N-dimethylformamide.",

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T2 - A complementary method to directed ortho lithiation

AU - Mei, Tian Sheng

AU - Giri, Ramesh

AU - Maugel, Nathan

AU - Yu, Jin Quan

PY - 2008/6/27

Y1 - 2008/6/27

N2 - (Chemical Equation Presented) When the counterion counts: The yield and selectivity of the title transformation of benzoic acid derivatives were improved greatly by using tetraalkyl ammonium salts as additives (see scheme; monoselectivity: 5:1-18:1). These effects are attributed to the influence of counter cations. The halogenated products are versatile intermediates for the construction of substituted aromatic compounds. DMF=N,N-dimethylformamide.

AB - (Chemical Equation Presented) When the counterion counts: The yield and selectivity of the title transformation of benzoic acid derivatives were improved greatly by using tetraalkyl ammonium salts as additives (see scheme; monoselectivity: 5:1-18:1). These effects are attributed to the influence of counter cations. The halogenated products are versatile intermediates for the construction of substituted aromatic compounds. DMF=N,N-dimethylformamide.

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JF - Angewandte Chemie - International Edition

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Pd^II-catalyzed monoselective ortho halogenation of C-H bonds assisted by counter cations: A complementary method to directed ortho lithiation

Abstract

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