Neighbouring group participation

作者: Brian Capon

DOI: 10.1039/QR9641800045

关键词: ChemistryMedicinal chemistryPhenyl acetateFunctional groupNeighbouring group participationPhotochemistryIntermolecular forceNucleophileIntramolecular forcePhenyl salicylateKeto–enol tautomerismGeneral chemistry

摘要: Neighbouring-group participation in proton-transfer reactions is generally referred to as intramolecular general-acid or general-base catalysis [1]. Two types are possible. The first involves an proton transfer, either abstraction of a from reacting functional group by internal base donation one acid. intramolecularly catalysed enolization the anion 2-carboxy-acetophenone (see p. 370) and hydrolysis 2-methoxy-methoxybenzoic acid 342) examples which thought involve processes this type. In second type transfer intermolecular with attack nucleophile on molecule being facilitated basic group. phenyl salicylate 348) reaction process

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