Kinetic study of hydrogen bonded exciplex formation of N9-methyl harmane

被引：34

作者：

Carmona, C ^{[1
]}

Balón, M ^{[1
]}

Galán, M ^{[1
]}

Angulo, G ^{[1
]}

Guardado, P ^{[1
]}

Muñoz, MA ^{[1
]}

机构：

[1] Univ Sevilla, Fac Farm, Dept Quim Fis, E-41012 Seville, Spain

来源：

JOURNAL OF PHYSICAL CHEMISTRY A | 2001年 / 105卷 / 45期

关键词：

D O I：

10.1021/jp0104942

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：

The kinetics of exciplex formation of N-9-methyl-1-methyl-9H-pyrido[3,4-b]indole, MHN, in the presence of the proton donor hexafluoro2-propanol, HFIP, in cyclohexane has been studied by UV-vis, steady-state, and time-resolved fluorescence measurements. The results conclusively show the formation of a 1:2 ground-state proton-transfer hydrogen bonded complex, PTC, between the pyridinic nitrogen of the substrate and the proton donor. The formation of these complexes is a necessary prerequisite for the exciplex to be observed. Thus, upon excitation of PTC, an excited-state equilibrium is established between PTC* and a cation like exciplex, CL*, lambda (cm). 410 rim.. This excited-state reaction is assisted by a proton donor molecule. From the analysis of the multiexponential decays, measured at different emission wavelengths and as a function of HFIP concentration, the excited-state kinetics of this phototautomeric process has been analyzed in detail.

引用

页码：10334 / 10338

页数：5

共 24 条

[1] THE SIMPLE BETA-CARBOLINE ALKALOIDS [J].

ALLEN, JRF ;

HOLMSTEDT, BR .

PHYTOCHEMISTRY, 1980, 19 (08) :1573-1582

[2] Hydrogen-bonding interactions between harmane and pyridine in the ground and lowest excited singlet states [J].

Balon, M ;

Munoz, MA ;

Guardado, P ;

Carmona, C .

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1996, 64 (03) :531-536

[3]

Balón M, 1998, PHOTOCHEM PHOTOBIOL, V67, P414

[4] ACID-BASE AND SPECTRAL PROPERTIES OF BETA-CARBOLINES .2. DEHYDRO AND FULLY AROMATIC BETA-CARBOLINES [J].

BALON, M ;

HIDALGO, J ;

GUARDADO, P ;

MUNOZ, MA ;

CARMONA, C .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1993, (01) :99-104

[5] Photochemical behaviour of β-carbolines.: Part 5.: Ground and excited state interactions of nor-harmane and harmane with alcohols and ethers [J].

Biondic, MC ;

Erra-Balsells, R .

JOURNAL OF CHEMICAL RESEARCH, 1998, (03) :114-115

[6] Ground and singlet excited state hydrogen bonding interactions of betacarbolines [J].

Carmona, C ;

Galán, M ;

Angulo, G ;

Muñoz, MA ;

Guardado, P ;

Balón, M .

PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2000, 2 (22) :5076-5083

[7] beta-carbolines .2. Rate constants of proton transfer from multiexponential decays in the lowest singlet excited state of harmine in water as a function of pH [J].

Dias, A ;

Varela, AP ;

Miguel, MD ;

Becker, RS ;

Burrows, HD ;

Macanita, AL .

JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (45) :17970-17977

[8] BETA-CARBOLINE PHOTOSENSITIZERS .1. PHOTOPHYSICS, KINETICS AND EXCITED-STATE EQUILIBRIA IN ORGANIC-SOLVENTS, AND THEORETICAL CALCULATIONS [J].

DIAS, A ;

VARELA, AP ;

MIGUEL, MD ;

MACANITA, AL ;

BECKER, RS .

JOURNAL OF PHYSICAL CHEMISTRY, 1992, 96 (25) :10290-10296

[9]

DOIG GG, 1952, J CHEM SOC, P3912, DOI 10.1039/jr9520003912

[10] EXCITED-STATE ACID-BASE KINETICS AND EQUILIBRIA IN NORHARMAN [J].

DRAXLER, S ;

LIPPITSCH, ME .

JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (44) :11493-11496

← 1 2 3 →