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- W2953205051 abstract "We have developed a novel strategy for the direct substitution of benzyl alcohols with anthranilic acids using water-soluble copper catalysts through a radical pathway in water, which offers efficient and environmentally friendly N-, S-, and C-benzylations under neutral conditions. Radical scavengers strongly inhibited the benzylation. Radical clock experiments using α-cyclopropylbenzyl alcohol were conducted to observe the rapid isomerization of the cyclopropylmethyl radical to the allylmethyl radical. Hammett plots could be fitted to a two-parameter Hammett relationship containing both radical and polar contributions [log (kX/kH)=−1.24 σ.–0.38 σ, R2=0.99]. The relative parameter ρ./ρ of 3.3 suggested that these reactions involved a strong radical character with minor polar influence at the transition state." @default.
- W2953205051 created "2019-06-27" @default.
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- W2953205051 date "2016-06-01" @default.
- W2953205051 modified "2023-09-26" @default.
- W2953205051 title "ChemInform Abstract: A Radical Pathway for Direct Substitution of Benzyl Alcohols with Water-Soluble Copper Catalyst in Water." @default.
- W2953205051 cites W2260085929 @default.
- W2953205051 doi "https://doi.org/10.1002/chin.201628090" @default.
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