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Reaction of nickelocene with diazoalkanes

Werner, Helmut and Richards, John H. (1968) Reaction of nickelocene with diazoalkanes. Journal of the American Chemical Society, 90 (18). pp. 4976-4982. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20150428-134522753

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Abstract

Nickelocene catalyzes the reaction of diazomethane to produce polymethylene; even in the presence of carbene acceptors polymethylene is the only product formed. Nickelocene catalyzes the reaction of ethyl diazoacetate, giving diethyl maleate and diethyl fumarate. In the presence of cyclohexene, ethyl norcaranecarboxylate is also formed. Nickelocene is recovered unchanged from these reactions. The catalytic effects of nickelocene seem to be unique to it; for example, neither ferrocene nor dicyclopentadienylchromium have similar properties. A mechanism for these reactions is proposed.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja01020a035 DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01020a035PublisherArticle
Additional Information:© 1968 American Chemical Society. Received January 25, 1968. Supported by the National Science Foundation, Grant No. GP-5190, and the Paint Research Institute.
Funders:
Funding AgencyGrant Number
NSFGP-5190
Paint Research InstituteUNSPECIFIED
Issue or Number:18
Record Number:CaltechAUTHORS:20150428-134522753
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20150428-134522753
Official Citation:Reaction of nickelocene with diazoalkanes Helmut Werner and John H. Richards Journal of the American Chemical Society 1968 90 (18), 4976-4982 DOI: 10.1021/ja01020a035
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:57052
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:28 Apr 2015 21:00
Last Modified:03 Oct 2019 08:20

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