Experimental and theoretical investigation of reversible interconversion, thermal reactions, and wavelength-dependent photochemistry of diazo meldrum's acid and its …

A Bogdanova, VV Popik

Index: Bogdanova, Aneta; Popik, Vladimir V. Journal of the American Chemical Society, 2003 , vol. 125, # 46 p. 14153 - 14162

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Citation Number: 39

Abstract

The photochemical or thermal decomposition of diazo Meldrum's acid (1) in methanolic solutions yields ketoester 3a, the product of the Wolff rearrangement, while products produced from the singlet carbene were not detected. This observation, combined with the analysis of activation parameters for the thermal decomposition of 1, as well as with the results of DFT B3PW91/6-311+ G (3df, 2p) and MP2/aug-cc-pVTZ//B3PW91/6-311+ G (3df, ...