Photoinduced amino-imino tautomerism of 2-aminopyridine in a low-temperature argon matrix

被引：30

作者：

Akai, N

Ohno, K

Aida, M

机构：

[1] Hiroshima Univ, Ctr Quantum Life Sci, Hiroshima 7398530, Japan

[2] Hiroshima Univ, Grad Sch Sci, Dept Chem, Hiroshima 7398530, Japan

来源：

CHEMICAL PHYSICS LETTERS | 2005年 / 413卷 / 4-6期

关键词：

D O I：

10.1016/j.cplett.2005.07.101

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Photoinduced ammo-imino reversible tautomerisin between 2-aminopyridine and 2(1H)-pyridinimine in a low-temperature argon matrix was observed by infrared (IR) spectroscopy and density functional theory (DFT) calculation. The former molecule (amino tautomer) changed to the latter (imino tautomer) by UV irradiation (340 > lambda >= 300 nm), and the reverse reaction occurred by that with a longer wavelength (370 > lambda >= 340 nm). Photoinduced transient IR bands assigned to the amino tautomer in the T, state were also observed. (c) 2005 Elsevier B.V. All rights reserved.

引用

收藏

页码：306 / 310

页数：5

相关论文

共 26 条

[1] Infrared studies of tautomerism in 2-hydroxypyridine 2-thiopyridine and 2-aminopyridine [J].

Abdulla, HI ;

El-Bermani, MF .

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2001, 57 (13) :2659-2671

[2] Photochemistry of p-toluidine in a low-temperature argon matrix.: Infrared spectrum and geometrical structure of 4-methylanilino radical [J].

Akai, N ;

Yoshida, H ;

Ohno, K ;

Aida, M .

CHEMICAL PHYSICS LETTERS, 2005, 403 (4-6) :390-395

[3] Lowest excited triplet states of 1,2-and 1,4-dicyanobenzenes by low-temperature matrix-isolation infrared spectroscopy and density-functional-theory calculation [J].

Akai, N ;

Kudoh, S ;

Nakata, M .

CHEMICAL PHYSICS LETTERS, 2003, 371 (5-6) :655-661

[4] Matrix-isolation infrared spectrum and optimized structure of 2,3-dicyanonaphthalene in the T1 state [J].

Akal, N ;

Kudoh, S ;

Nakata, M .

CHEMICAL PHYSICS LETTERS, 2004, 392 (4-6) :480-485

[5] EQUILIBRIUM BETWEEN 2-HYDROXYPYRIDINE AND 2-PYRIDONE IN GAS-PHASE [J].

BEAK, P ;

FRY, FS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (05) :1700-1702

[6] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].

BECKE, AD .

JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652

[7] High-resolution electronic spectra of 2-hydroxy and 2-aminopyridine. Perturbing effects of the nitrogen atom in the aromatic ring [J].

Borst, DR ;

Roscioli, JR ;

Pratt, DW .

JOURNAL OF PHYSICAL CHEMISTRY A, 2002, 106 (16) :4022-4027

[8] PHOTOELECTRON-DETERMINED CORE BINDING-ENERGIES AND PREDICTED GAS-PHASE BASICITIES FOR THE 2-HYDROXYPYRIDINE REVERSIBLE 2-PYRIDONE SYSTEM [J].

BROWN, RS ;

TSE, A ;

VEDERAS, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (03) :1174-1176

[9] Density functional theory and ab-initio computational study of the 2-hydroxypyridine/2-pyridone system: a comparison with FT-IR data from matrix isolation experiments [J].

Dkhissi, A ;

Houben, L ;

Smets, J ;

Adamowicz, L ;

Maes, G .

JOURNAL OF MOLECULAR STRUCTURE, 1999, 484 (1-3) :215-227

[10]

FIRSCH MJ, 2003, GAUSSIAN 03 REVISION