A facile approach to the synthesis of substituted dibenzofulvenes-precursors to pi-stacked poly(dibenzofulvene)s

Michael Y. Wong, Louis M L LEUNG*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

A series of novel substituted (2-methoxy, 2-nitro, 2-bromo, 2-iodo, 2-cyano, and 2-acetyl) and disubstitiuted (2-bromo-7-methoxy, 2-bromo-7-propoxy, 2-bromo-7-hexoxy, 2-nitro-7-propoxy, 2-nitro-7-hexoxy, and 2,7-di-bromo) dibenzofulvenes have been prepared from the corresponding fluorenes with fair to very good overall yields (35.7-66.7%) based on the Wittig chemistry. The new approach enjoyed much simpler experimental procedures and has the advantage of higher functional group tolerance. Preliminary results on their polymerization using solution free-radical approach are also presented.

Original languageEnglish
Pages (from-to)3973-3977
Number of pages5
JournalTetrahedron
Volume66
Issue number22
DOIs
Publication statusPublished - 29 May 2010

Scopus Subject Areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

User-Defined Keywords

  • 9-Fluorenyltriphenylphosphonium bromide
  • Dibenzofulvene
  • Wittig

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