کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
27526 44028 2010 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Photoinduced intramolecular charge shift reaction in ammonium N-(3,5-dinitrobenzoyl)-α-phenylglycinate adducts
موضوعات مرتبط
مهندسی و علوم پایه مهندسی شیمی بیو مهندسی (مهندسی زیستی)
پیش نمایش صفحه اول مقاله
Photoinduced intramolecular charge shift reaction in ammonium N-(3,5-dinitrobenzoyl)-α-phenylglycinate adducts
چکیده انگلیسی

Ammonium N-(3,5-dinitrobenzoyl)-α-phenylglycinate adducts were synthesized and characterized by using different protonated amines as counter-ion: NH4+, (CH3–CH2–)2NH2+, (CH3–CH2–CH2)NH3+, (CH3–CH2–CH2–CH2–)NH3+ and (CH3–CH2–)3NH+. A photochemical process was observed under ultraviolet (λexc, 254 nm) or solar irradiation, both in solid state and in solution: DMSO, acetone or acetonitrile. 3,5-Dinitrobenzene and carboxylate groups, separated by an N-benzylamide bridge, are present in these adducts, acting as electron acceptor and electron donor, respectively. Spectroscopic analyses (NMR, IR and UV–vis) suggest a photoinduced intramolecular electron transfer. A first-order photochemical kinetics was proposed in DMSO/(n-propylammonium N-(3,5-dinitrobenzoyl)-α-phenylglycinate) solution; such behavior was similar for all adducts studied, probably due to total salt dissociation in solution. In the solid state, however, electron transfer process efficiency is directly proportional to Lewis base (amine) strength of the adduct counter-ion. Decarboxylation is observed after the irradiation process, giving rise to a σ-adduct intermediate, and subsequent formation of benzaldehyde and 3,5-dinitrobenzamide degradation products.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 214, Issue 1, 5 July 2010, Pages 108–111
نویسندگان
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