Nitro-substituted aryl lithium compounds in microreactor synthesis: Switch between kinetic and thermodynamic control

Aiichiro Nagaki; Heejin Kim; Jun ichi Yoshida

doi:10.1002/anie.200904316

Nitro-substituted aryl lithium compounds in microreactor synthesis: Switch between kinetic and thermodynamic control

Aiichiro Nagaki, Heejin Kim, Jun ichi Yoshida

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

119 Citations (Scopus)

Abstract

Be quick or take your time, depending on your goal: A microflow method for the generation and transformation of o-, m-, and p-nitro-substituted aryl lithium compounds enabled the selective use of either the kinetically or the thermodynamically preferred intermediate. In the example pictured, a residence time of 0.06 s at -48 °C led to the formation of 1, whereas 2 was obtained exclusively when the residence time was extended to 63 s.

Original language	English
Pages (from-to)	8063-8065
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	48
Issue number	43
DOIs	https://doi.org/10.1002/anie.200904316
Publication status	Published - 2009 Oct 12
Externally published	Yes

Keywords

Arenes
Kinetic control
Lithiation
Microreactors
Thermodynamic control

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.200904316

Cite this

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KW - Kinetic control

KW - Lithiation

KW - Microreactors

KW - Thermodynamic control

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Nitro-substituted aryl lithium compounds in microreactor synthesis: Switch between kinetic and thermodynamic control

Abstract

Keywords

ASJC Scopus subject areas

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