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 journalArticle

102 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 languageEnglish
Pages (from-to)8063-8065
Number of pages3
JournalAngewandte Chemie - International Edition
Volume48
Issue number43
DOIs
Publication statusPublished - 2009 Oct 12

Keywords

  • Arenes
  • Kinetic control
  • Lithiation
  • Microreactors
  • Thermodynamic control

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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