Diinsertion of fluorenylidene into a sulfur-sulfur bond of diaryl disulfides |
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Authors: | Yasuhiko Kawamura Kohji Akitomo Masaaki Oe Tokunaru Horie Masao Tsukayama |
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Institution: | Department of Chemical Science and Technology, Faculty of Engineering, Tokushima University, Minamijosanjima-cho, Tokushima 770, Japan |
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Abstract: | Upon irradiation (>340 nm) of a benzene solution of diazofluorene with di-p-tolyl- or di-p-anisyl disulfide, the corresponding 9,9′-bis(arylmercapto)bifluorenyl was afforded in moderate to good yield accompanied by formation of 9,9′-bis(arylmercapto)fluorene. The major reaction pathway is considered to be a disulfur ylide formation followed by two times of successive Stevens rearrangement or by concerted electron redistribution via 2,3]sigmatropic rearrangement. |
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