Issue 3, 2012
From the journal:

Chemical Science

BN-substituted diphenylacetylene: a basic model for conjugated π-systems containing the BN bond pair†‡

Adam J. V. Marwitz,§a   Ashley N. Lamm,a   Lev N. Zakharov,a   Monica Vasiliu,b   David A. Dixon*b  and  Shih-Yuan Liu*a  

* Corresponding authors

a Department of Chemistry, University of Oregon, Eugene, OR, USA
E-mail: lsy@uoregon.edu

b Department of Chemistry, University of Alabama, Tuscaloosa, AL, USA
E-mail: dadixon@as.ua.edu

Abstract

We report the synthesis, structural characterization, and optoelectronic properties of BN-Tolan 1 and Bis-BN-Tolan 2, one of the simplest conjugated systems containing the BN bond pair. BN-tolans 1 and 2 display absorption and emission properties that are distinct from their carbonaceous analogue, tolan. In addition, Bis-BN-Tolan 2 exhibits unique N–H⋯π(C≡C) hydrogen bonding in the solid state.

Graphical abstract: BN-substituted diphenylacetylene: a basic model for conjugated π-systems containing the BN bond pair

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Article information

DOI
https://doi.org/10.1039/C1SC00500F
Article type
Edge Article
Submitted
23 Jul 2011
Accepted
19 Oct 2011
First published
07 Nov 2011

Chem. Sci., 2012,3, 825-829

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BN-substituted diphenylacetylene: a basic model for conjugated π-systems containing the BN bond pair

A. J. V. Marwitz, A. N. Lamm, L. N. Zakharov, M. Vasiliu, D. A. Dixon and S. Liu, Chem. Sci., 2012, 3, 825 DOI: 10.1039/C1SC00500F

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