Journal of the American Chemical Society, Vol.116, No.18, 8146-8151, 1994
Carboethoxycarbene - A Laser Flash-Photolysis Study
Laser flash photolysis of ethyldiazoacetate (351 nm, 17 ns) generates carboethoxycarbene, which can be intercepted with either pyridine or acetone to produce a UV-vis active ylide. Analysis of the yield of ylide as a function of either pyridine or acetone concentration leads to estimates of the carbene lifetime. Absolute rate constants of reaction of carboethoxycarbene with alcohols, sulfides, ethers, and alkenes were deduced.
Keywords:DIAZO CARBONYL-COMPOUNDS;WOLFF REARRANGEMENT;HYDROGEN MIGRATION;1;2-HYDROGEN MIGRATION;GEOMETRIC ISOMERISM;TRIPLET CARBENES;EXCITED-STATES;ABSOLUTE RATE;PYRIDINE;TEMPERATURE