76778-95-5Relevant academic research and scientific papers
Electron-Transfer-Initiated Photoreactions of 1-Methyl-2-phenyl-1-pyrrolinium Perchlorate with α-Heteroatom-Substituted Alkanoate Anions
Kurauchi, Yoshiaki,Nobuhara, Hideo,Ohga, Kazuya
, p. 897 - 906 (1986)
The irradiation of aqueous solutions of 1-methyl-2-phenyl-1-pyrrolinium perchlorate (1) in the presence of α-hydroxyalkanoate anions led to the formation of 2-(hydroxyalkyl)pyrrolidine adducts and a reduction product, 1-methyl-2-phenylpyrrolidine.Mechanis
Arene-Iminium Salt Electron-Transfer Photochemistry. Mechanistically Interesting Photoaddition Processes
Borg, Robert M.,Heuckeroth, Robert O.,Lan, Alexander J. Y.,Quillen, Suzanne L.,Mariano, Patrick S.
, p. 2728 - 2737 (2007/10/02)
Studies of the electron-transfer photochemistry of arene-iminium salt systems have been explored.Fluorescence quenching investigations have demonstrated that a series of arenes including substituted toluenes and benzenes quench the fluorescence of a variety of 2-aryl-1-pyrrolinium perchlorates.Quenching rate constants in these cases correlate with the ΔGSET values as expected for quenching by reversible electron-transfer pathways.In addition, nonconjugated iminium salts quench the fluorescence of a host of arenes with kq values which parallel those predicted on the basis of electron-transfer free energy calculations.Photoaddition reactions of toluene, benzyltrimethylstannane, and 2-aryl-1-pyrrolinium salts have been explored.Likewise, electron-transfer-induced, excited-state reactions of toluene and benzyltrimethylsilane with 1,2-dimethyl-1-pyrrolinium perchlorate have been investigated.The results of these photoreactions have been interpreted in terms of steric, electrofugal group, and solvent effects upon the rates of competitive pathways available to initially formed radical cation pair intermediates.Finally, the photochemistry of benzyltrimethylstannane is described.
PHOTOCHEMISTRY OF IMINIUM SALTS. ELECTRON TRANSFER MECHANISMS FOR SINGLET QUENCHING AND PHOTOADDITION OF N-ELECTRON DONATING ALCOHOLS AND ETHERS
Mariano, Patrick S.,Stavinoha, Jerome,Bay, Elliott
, p. 3385 - 3396 (2007/10/02)
Several aspects of past and current studies in the area of iminium salt photochemistry are discussed.Investigations of olefin-iminium salt photoaddition and photocyclization reactions are reviewed and conclusions about electron-transfer pathways for fluor
PHOTOCHEMISTRY OF IMINIUM SALTS IN THE PRESENCE OF N-ELECTRON DONATING ALCOHOLS AND ETHERS
Stavinoha, Jerome,Bay, Elliott,Leone, Andrea,Mariano, Patrick S.
, p. 3455 - 3458 (2007/10/02)
Irradiation of 2-phenyl and 2-isobutenyl-1-pyrrolinium salts in solutions of alcohols and ethers containing α-hydrogens leads to productions of addition products.In addition, alcohols and ethers having low ionization potentials and α-hydrogens serve as efficient quenchers of fluorescence from 2-phenyl-1-pyrrolinium salts.Deuterium isotope effects on fluorescence quenching rate constants appear to implicate electron transfer mechanisms in photoaddition and quenching pathways.
