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Tetrahedron

The effects of substituents and solvent polarity oh photochemical [1, 3] sigmatropic shifts. Experimental evidence in favour of the occurrence of sudden

W Peijnenburg, HM Buck

文献索引:Peijnenburg, W. J. G. M.; Buck, H. M. Tetrahedron, 1988 , vol. 44, # 15 p. 4927 - 4940

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被引用次数: 6

摘要

Further experimental evidence regarding the occurrence of sudden polarization in acyclic alkenes is presented. It is shown that the yield of formation of the product derived from an intramolecular photochemical [1, 3]-OH shift in 1 is dependent only on the polarity of the solvent employed. This result could be well explained in terms of a stabilization of the zwitterionic intermediate formed upon irradiation of 1 by reorientation polarization of the ...