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DOI: 10.1055/s-2008-1078281
Stitching Alkynes Together in Sequence
Contributor(s):Timothy M. SwagerHokkaido University, Japan Science and Technology Agency, Sapporo, and Aichi University of Education, Kariya, Japan
Selective Linear Triene Formation from Different Alkynes using Zr/Cu System
J. Am. Chem. Soc. 2008, 130: 5624-5625
Publication History
Publication Date:
22 August 2008 (online)
Key words
alkynes - insertion - electronic materials - copper - zirconocenes
Significance
The ability to stereospecifically and sequentially link multiple alkynes together into extended conjugated networks represents a versatile method for the synthesis of functional polyenes. The materials presented, although not intrinsically useful in their own right, serve as potential intermediates for the synthesis of chromophores and electroactive materials.
Comment
The ability to place functionality that can be used for additional reactions at either end of the polyenes is important and suggests that more interesting materials can be made in short order. The yields are synthetically useful and range from 40-72%. Not every possible permutation of the R groups was synthesized; however, from the many examples given it seems likely that all possible combinations should be accessible by this method.