Decarboxylative Photoaddition of 3-Butenoate Anion to 1-Methyl-2-phenyl-1-pyrrolinium Perchlorate via Electron-transfer Reaction
The photolysis of 1-methyl-2-phenyl-1-pyrrolinium perchlorate (1) with a 3-butenoate anion in an aqueous solution efficiently gives a 2-allylpyrrolidine adduct.Mechanistic studies demonstrate that the photoreaction is induced by a one-electron transfer fr
ALLYLSTANNANE PHOTOADDITIONS TO IMINIUM SALTS. EFFICIENCIES OF SEQUENTIAL ELECTRON TRANSFER DESTANNATION VERSUS DESILYLATION PATHWAYS
Electron transfer induced, photoadditions of allyltins to 1-methyl-2-phenyl-1-pyrrolinium perchlorates have been probed.The quantum efficiencies of these processes are larger that for photoaddition of the corresponding allylsilane.
Exploratory and Mechanistic Studies of the Electron-Transfer-Initiated Photoaddition Reactions of Allylsilane-Iminium Salt Systems
Exploratory studies have uncovered novel photoaddition reactions occuring upon irradiation of 1-methyl-2-phenyl-1-pyrrolinium perchlorate (4) in the presence of a variety of allylsilanes 5-10 and leading to production of 2-allylpyrrolidine photoadducts.Mechanistic studies demonstrate that the reactions occur from the singlet excited state of 4.The effects of substituents on the allylsilane component on the reaction quantum efficiencies have been probed.Mechanisms for these processes involving electron transfer and cation radical desilylation are discussed.
Ohga, Kazuya,Yoon, Ung Chan,Mariano, Patrick S.
p. 213 - 219
(2007/10/02)
Electron Transfer Initiated Photoaddition of Allylsilanes to 1-Methyl-2-phenylpyrrolinium Perchlorate. A Novel Allylation Methodology
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Ohga, Kazuya,Mariano, Patrick S.
p. 617 - 619
(2007/10/02)
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