Synthesis of 3,4-Bis(benzylidene)cyclobutenes
Name
S18-02-11_SWAGER_REVISED MS.pdf
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851.93 KB
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Checksum (MD5)
91e568592176727a6210355b83bcc1d9
Author(s)
Swager, Timothy Manning
Parkhurst, Rebecca Rosenberg
Date Issued
November 2011
Journal
Synlett
Publisher
Thieme Publishing Group
Citation
Parkhurst, Rebecca, and Timothy Swager. “Synthesis of 3,4-Bis(benzylidene)cyclobutenes.” Synlett 2011.11 (2011): 1519–1522.
Version
Author's final manuscript
Abstract
The syntheses of several derivatives of 3,4-bis(benzylidene)cyclobutene are reported. Previously unknown 1,2-dibromo-3,4-bis(benzylidene)cyclobutene was obtained through in situ generation of 1,6-diphenyl-3,4-dibromo-1,2,4,5-tetraene followed by electrocyclic ring closure. Ensuing reduction and metal-catalyzed cross-coupling provided additional derivatives. The effects of ring strain on the geometry and electronics of these derivatives were examined by X-ray crystallography and ¹H NMR spectroscopy, respectively.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Creative Commons Attribution-Noncommercial-Share Alike 3.0
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DOI of Published Version
https://doi.org/10.1055/s-0030-1260777
