Irradiation of 2-alkynylphenols resulted in the generation of vinylidene−quinone methides (QMs), which were detected by laser flash photolysis in organic solvents and aqueous acetonitrile. QMs' spectroscopic properties and electrophilicity were both significantly affected by β-silicon effect. The hydration of the alkynyl moiety was an acid- and base-catalyzed process. The addition of amines was fast, yielding ketimines, with primary amines
Vinylidene–Quinone Methides, Photochemical Generation and β-Silicon Effect on Reactivity
DORIA, FILIPPO;PERCIVALLE, CLAUDIA;FRECCERO, MAURO
2012-01-01
Abstract
Irradiation of 2-alkynylphenols resulted in the generation of vinylidene−quinone methides (QMs), which were detected by laser flash photolysis in organic solvents and aqueous acetonitrile. QMs' spectroscopic properties and electrophilicity were both significantly affected by β-silicon effect. The hydration of the alkynyl moiety was an acid- and base-catalyzed process. The addition of amines was fast, yielding ketimines, with primary aminesFile in questo prodotto:
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