Hammett analysis of photodecarbonylation in crystalline 1,3-diarylacetones |
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| Authors: | Resendiz Marino J E Garcia-Garibay Miguel A |
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| Institution: | Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095-1569, USA. |
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| Abstract: | reaction: see text] The relative quantum yields and chemical efficiencies of crystalline p,p'-disubstituted 1,3-diphenyl-2-propanones with 4-MeO, 4-Me, 4-F, 4-CF3, and 3,4-diMeO groups were determined by parallel irradiation of polycrystalline samples. Variations in quantum yields that span a factor of 4 are analyzed in terms of the effects of substituents on the stability of the benzylic radical. All solid-state reactions proceeded with 100% chemoselectivity and in >95% chemical yield. |
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