Citation: Guo Qiang CHEN. MOLECULAR POLARIZATION INDUCTION IN CONCERTED MECHANISM OF ALKOXY MIGRATION[J]. Chinese Chemical Letters, ;1991, 2(12): 933-934. shu

MOLECULAR POLARIZATION INDUCTION IN CONCERTED MECHANISM OF ALKOXY MIGRATION

Guo Qiang CHEN

Biochemistry Section, Basic Department, Zhejiang Agricultural University, Hangzhou 310029

Received Date: 9 September 1991

The rearrangement of α-substituted phenyl-α, α'-dimethoxypropanones (R1) was recently proved to he an[1, 3] siqmatropic migration of methoxy group by study of LFER, solvent effect, crossover experiment, and by other means. The rearrangement catalysed by trace of totuenesulfonic acid gave a negligible value of the Hammett reaction constant. Further experimental results show that the electronic effect of substituent on the aromatic ring for the rearrangement in neutral medium is much greater (Table 1). We propose sigmatropic migration of alkoxy group be induced by molecular polarization.
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