A Practical and Efficient Synthesis of 5′-Substituted m-Terphenyls

Joanne D. Kehlbeck; Eric J. Dimise; Sarah M. Sparks; Skylar Ferrara; Joseph M. Tanski; Craig M. Anderson

doi:10.1055/s-2007-983722

PAPER

A Practical and Efficient Synthesis of 5′-Substituted m-Terphenyls

Joanne D. Kehlbeck^a, Eric J. Dimise^a, Sarah M. Sparks^a, Skylar Ferrara^c, Joseph M. Tanski^b, Craig M. Anderson*^c
^a Department of Chemistry, Union College, Schenectady, NY 12308, USA
^b Department of Chemistry, Vassar College, Poughkeepsie, NY 12604, USA
^c Department of Chemistry, Bard College, Annandale-on-Hudson, NY 12504, USA
Fax: +1(845)7587628; e-Mail: canderso@bard.edu;

Abstract

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Abstract

Outlined is a simple, convenient, scalable procedure for the synthesis of a variety of 5′-substituted m-terphenyl compounds from commercially available materials. A series of novel compounds were generated based on the m-terphenyl scaffold. In addition we present a full and complete characterization, including the crystal structure, of 3,5-diphenylbenzaldehyde (1,1′:3′,1′′-terphenyl-5′-carbaldehyde).

Key words

imine - Kumada - pyridine - heterocycle - biaryl

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CCDC 616026 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif or by emailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12 Union Rd, Cambridge CB2 1EZ, UK; fax: +44(1223)336033.

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