Making mercury-photosensitized dehydrodimerization into an organic synthetic method. Vapor-pressure selectivity and the behavior of functionalized substrates

SH Brown, RH Crabtree

Index: Brown, Stephen H.; Crabtree, Robert H. Journal of the American Chemical Society, 1989 , vol. 111, # 8 p. 2935 - 2946

Full Text: HTML

Citation Number: 53

Abstract

Abstract: Mercury-photosensitized dehydrodimerization in the vapor phase can be made synthetically useful by taking advantage of a simple reflux apparatus (Figure l), in which the products promptly condense and are protected from further conversion. This vapor pressure selectivity gives high chemical selectivity even at high conversion and on a multigram scale. Mercury absorbs 254-nm light to give the'P, excited state (Hg*), which homolyses a CH ...

 Related Synthetic Route

~97%

~46%

~22%

~88%

~31%

Detail

~12%

Detail

~27%

~34%

~2%

~13%

~%

~30%

~41%

~63%

~30%

Detail

~38%

~65%

Detail

~%

~84%

Detail

~%