New NLO stilbene derivatives bearing phosphonate ester electron-withdrawing groups

Kevin D. Belfield, Chandrasekhar Chinna, Katherine J. Schafer

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

The synthesis and characterization of a new class of electron donor-acceptor substituted stilbenes hearing a phosphonate ester as the electron-withdrawing functionality is described. Phosphorylation of aromatic rings was accomplished using Ni-catalyzed Arbuzov reactions, while Pd-catalyzed Heck-type coupling reactions were employed to construct the stilbene derivatives. Through determination of an electro-optic coefficient (r33), it was demonstrated that the phosphonate ester group is effective as an electron-withdrawing group for stilbene-based second-order NLO materials.

Original languageEnglish (US)
Pages (from-to)6131-6134
Number of pages4
JournalTetrahedron Letters
Volume38
Issue number35
DOIs
StatePublished - Sep 1 1997
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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