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Whiffer effect

The order of redox potentials for oxidation of (4) (F>C1 Br) has been reported and found most consistent with a detectable resonance contribution through the a-framework. The most difficult oxidation of (5) (despite the fluoro substituent being one carbon atom more removed from the double bond) is consistent with the Whiffer effect (cr-hyperconjugative destabilization proceeding through two pathways is more than double tiie same effect through one pathway), in consonance with the AMI prediction. The facial selectivity of epoxidation and diazetidme formation from (4) proved to be hi... [Pg.392]


See also in sourсe #XX -- [ Pg.392 ]

See also in sourсe #XX -- [ Pg.392 ]

See also in sourсe #XX -- [ Pg.392 ]

See also in sourсe #XX -- [ Pg.97 , Pg.392 ]




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