The Journal of Organic Chemistry

Direct observation of. alpha.-oxo ketenes from the photolysis of. alpha.-diazo. beta.-diketones

R Leung-Toung, C Wentrup

Index: Leung-Toung, Regis; Wentrup, Curt Journal of Organic Chemistry, 1992 , vol. 57, # 18 p. 4850 - 4858

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Citation Number: 34

Abstract

Monitoring by IR spectroscopy of the broad-band irradiation of the symmetrically substituted 2-diazocyclohexane-1, 3-dione (1 1), 3-diazopentane-2, 4-dione (191, and 4-diazo-2, 2, 6, 6- tetramethylheptane-3, 5-dione (24) in Ar matrices at 12 K showed the formation of 2- carbonylcyclopentanone (s-2-12), acetyl (methy1) ketene (SEM), and tert-butyl (pivaloy1) ketene (sE-tS), respectively, in less than 10 min. On increasing the photolysis time to> 3 h, ...