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. doi:10.1021/ja01020a035. 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 | |||||||||
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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. | |||||||||
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Issue or Number: | 18 | |||||||||
DOI: | 10.1021/ja01020a035 | |||||||||
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: | 10 Nov 2021 21:07 |
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