Synthesis of Biphenylenes and Their Higher Homologues by Cyclization of Aryne Derivatives

Sheng Li Wang, Ming Lun Pan, Wei Siang Su, Yao Ting Wu

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

This investigation demonstrates that a series of biphenylenes can be easily prepared from their corresponding halobiphenyls by the cyclization of in situ generated 2′,3′-didehydro-2-lithiobiphenyls at low temperature. Two remarkable advantages of this synthetic method include 1) the lack of any need for transition-metal catalysts or reagents in the cyclization, and 2) the ability to obtain C1-functionalized products by treating the reaction intermediate 1-lithiobiphenylene with an electrophilic reagent. π-Extended derivatives, such as benzobiphenylenes, dibenzobiphenylene, linear/angular [3]phenylenes, and biphenyleno[2,3-b]biphenylenes, were synthesized similarly using suitable biaryls or teraryls.

Original languageEnglish
Pages (from-to)14694-14697
Number of pages4
JournalAngewandte Chemie - International Edition
Volume56
Issue number46
DOIs
Publication statusPublished - 2017 Nov 13

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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