Mechanism of fragmentation of alkylidene-Meldrum's acids. Carboxyketene, vinylketene, and methyleneketene intermediates from 5-cyclopentylidene-2, 2-dimethyl-1, …

…, G Gross, HM Berstermann, P Lorencak

Index: Wentrup, Curt; Gross, Gerhard; Berstermann, Hans-Michael; Lorencak, Primoz Journal of Organic Chemistry, 1985 , vol. 50, # 16 p. 2877 - 2881

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Citation Number: 27

Abstract

Conclusion In summary, we have shown that the methanimine anion (2) can readily be generated from (trimethylsily1) methyl azide in the gas phase presumably through the azidomethide ion. Ion 2 was found to have an acidity of 388 f 5 kcal/mol and an electron affinity of approximately 0.5 f 0.1 eV, both of which are in accord with a recent calculation. The methanimine anion was also found to react with a variety of reagents. In particular, it ...