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Phenylcyclobutadienoquinone

Smutny, Edgar J. and Roberts, John D. (1955) Phenylcyclobutadienoquinone. Journal of the American Chemical Society, 77 (12). p. 3420. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20151021-142338379

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Abstract

No authentic cylobutadiene derivatives appear to have yet been prepared except for biphenylene and related substances, where the four-membered rings are part of fused-ring system. The failure to detect cyclobutadiene or its non-fused ring derivatives among the products of appropriate synthetic reactions can be ascribed either to excessive ring strain or unfavorable electronic configurations. Strong evidence that ring strain is not the most important factor is now provided by a synthesis of the quite stable (phenylcyclobutadienoquinone (phenylcyclobutendione, I) which to a first approximation is expected to have the same degree of ring strain as phenylcyclobutadiene.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja01617a096DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01617a096PublisherArticle
Additional Information:© 1955 American Chemical Society. Received May 20, 1955.
Other Numbering System:
Other Numbering System NameOther Numbering System ID
Caltech Gates and Crellin Laboratories of Chemistry2000
Issue or Number:12
Record Number:CaltechAUTHORS:20151021-142338379
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151021-142338379
Official Citation:PHENYLCYCLOBUTADIENOQUINONE Edgar J. Smutny and John D. Roberts Journal of the American Chemical Society 1955 77 (12), 3420-3420 DOI: 10.1021/ja01617a096
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61393
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:22 Oct 2015 18:23
Last Modified:03 Oct 2019 09:07

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