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Photochemistry of 2-(methylamino)pyridine in a low-temperature argon matrix: Amino–imino tautomerism and rotational isomerism

Paper ID Volume ID Publish Year Pages File Format Full-Text
29334 44154 2007 6 PDF Available
Title
Photochemistry of 2-(methylamino)pyridine in a low-temperature argon matrix: Amino–imino tautomerism and rotational isomerism
Abstract

Photoreaction of 2-(methylamino)pyridine in a low-temperature argon matrix was investigated by infrared spectroscopy and density functional theory calculation. The two amino tautomers with nearly isoenergetic conformation (TA and CA) around the C–N(HCH3) bond for 2-(methylamino)pyridine change into N-2(1H)-pyridinylidenemethanamine as the methyl-imino tautomers (TMI and CMI) by intramolecular hydrogen-atom (or proton) transfer upon UV irradiation (320 > λ ≥ 300 nm). The reverse tautomerism occurs by longer-wavelength light irradiation (370 > λ ≥ 340 nm), where only the amino tautomer TA is reproduced from the methyl-imino tautomer TMI.

Keywords
Amino–imino tautomerism; Rotational isomerism; 2-(Methylamino)pyridine; Matrix-isolation infrared spectroscopy; DFT calculation
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Photochemistry of 2-(methylamino)pyridine in a low-temperature argon matrix: Amino–imino tautomerism and rotational isomerism
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 187, Issue 1, 5 March 2007, Pages 113–118
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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