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Synfacts 2011(7): 0733-0733  
DOI: 10.1055/s-0030-1260615
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

1,8-Pyrenylene-Ethynylene Macrocycles

Contributor(s): Timothy M. Swager, Joel Batson
G. Venkataramana, P. Dongare, L. N. Dawe, D. Thompson, Y. Zhao, G. J. Bodwell*
Memorial University, St. John’s, Canada
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Publication History

Publication Date:
17 June 2011 (online)

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Significance

Here, the authors report an efficient, regioselective synthesis of a 1,8-dibromo­pyrene unit (2). The easy preparation of useful quantities of this compound allows for access to pyrenylene-ethynlene macrocycles (3-5). These are the first reported examples of pyrene-containing arylene-ethynylene macrocycles, a very important class of shape-persistent macrocycles.