- Hydrodebromination of allylic and benzylic bromides with water catalyzed by a rhodium porphyrin complex
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Hydrodebromination of allylic and benzylic bromides was successfully achieved by a rhodium porphyrin complex catalyst using water as the hydrogen source without a sacrificial reductant. Mechanistic investigations suggest that bromine atom abstraction via a rhodium porphyrin metalloradical operates to give the rhodium porphyrin alkyl species and the subsequent hydrolysis of the rhodium porphyrin alkyl species to a hydrocarbon product is a key step to harness the hydrogen from water.
- Yang, Wu,Chen, Chen,Chan, Kin Shing
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p. 12879 - 12883
(2018/10/02)
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- Oxidative Halo-Decarboxylation of α,β-Unsaturated Carboxylic Acids
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A procedure for oxidative halo-decarboxylation of α,β-unsaturated carboxylic acids using iodosylbenzene, or iodosylbenzene diacetate, and N-chloro-, N-bromo-, or N-iodosuccinimide is presented.Good yields of the corresponding bromoalkenes are obtained when the α,β-unsaturated carboxylic acids are substituted with an aromatic substituent in the β-position and N-bromosuccinimide is used as the halogenation reagent.The scope of mainly the oxidative bromo-decarboxylation reaction is presented, and a tentative mechanism is proposed.
- Graven, Anette,Joergensen, Karl Anker,Dahl, Soeren,Stanczak, Andrzej
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p. 3543 - 3546
(2007/10/02)
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- NOVEL REACTIONS OF PHOSPHONIUM YLIDES WITH PERHALOALKANES: FIRST EXAMPLES OF HALOPHILIC ATTACKS BY PHOSPHONIUM YLIDES AND A FACILE ROUTE TO α-HALOALKYLPHOSPHONIUM SALTS
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Phosphonium ylides Ph3=CHR (R = H, CH3, C2H5, n-C3H7, n-C5H11) react readily with perhalofluoroalkanes to afford regiospecifically α-haloalkylphosphonium salts Ph3P+-CHXR Y- (X = I, Br, Cl) in good yields.These reactions reveal a new type of reactivity phosphonium ylides, i.e., the halophilic attack on C-X bonds, and may be useful for the regiospecific synthesis of substituted haloolefins via Wittig reaction.
- Li, Xing-Ya,Hu, Jin-Shan
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p. 6317 - 6320
(2007/10/02)
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