DYNAMICS OF EXCITED-STATE INTRAMOLECULAR PROTON-TRANSFER REACTIONS IN PIROXICAM - ROLE OF TRIPLET-STATES

被引:20
作者
CHO, DW [1 ]
KIM, YH [1 ]
YOON, MJ [1 ]
JEOUNG, SC [1 ]
KIM, DH [1 ]
机构
[1] KOREA RES INST STAND & SCI,SPECT LAB,TAEJON 305606,SOUTH KOREA
关键词
D O I
10.1016/0009-2614(94)00742-X
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 picosecond time-resolved fluorescence and transient absorption behavior of piroxicam at room temperature are reported. The keto tautomer in the excited singlet state (1K*) formed via the fast intramolecular proton transfer (almost-equal-to 20 ps) is observed. The short-lived (7.5 ns) triplet state of keto tauomer (3K*) is generated from 1K* in toluene whereas it is hardly observed in ethanol. Consequently, rapid reverse proton transfer takes place from 3K* to the enol triplet state (3E*).
引用
收藏
页码:275 / 280
页数:6
相关论文
共 22 条
[1]   PICOSECOND KINETIC AND VIBRATIONALLY RESOLVED SPECTROSCOPIC STUDIES OF INTRAMOLECULAR EXCITED-STATE HYDROGEN-ATOM TRANSFER [J].
BARBARA, PF ;
WALSH, PK ;
BRUS, LE .
JOURNAL OF PHYSICAL CHEMISTRY, 1989, 93 (01) :29-34
[2]   PHOTOCHEMICAL AND PHOTOPHYSICAL PROPERTIES OF PIROXICAM AND BENOXAPROFEN IN VARIOUS SOLVENTS [J].
BECKER, RS ;
CHAKRAVORTI, S ;
YOON, MJ .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1990, 51 (02) :151-154
[3]   CUTANEOUS REACTIONS TO NONSTEROIDAL ANTI-INFLAMMATORY DRUGS - A REVIEW [J].
BIGBY, M ;
STERN, R .
JOURNAL OF THE AMERICAN ACADEMY OF DERMATOLOGY, 1985, 12 (05) :866-876
[4]   PROTON-TRANSFER AND SOLVENT POLARIZATION DYNAMICS IN 3-HYDROXYFLAVONE [J].
BRUCKER, GA ;
SWINNEY, TC ;
KELLEY, DF .
JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (08) :3190-3195
[5]   ROLE OF PHENYL TORSION IN THE EXCITED-STATE DYNAMICS OF 3-HYDROXYFLAVONE [J].
BRUCKER, GA ;
KELLEY, DF .
JOURNAL OF PHYSICAL CHEMISTRY, 1988, 92 (13) :3805-3809
[6]   CYCLODEXTRIN EFFECTS ON EXCITED-STATE GEOMETRY CHANGE AND INTRAMOLECULAR CHARGE-TRANSFER OF 4-BIPHENYLCARBOXYLIC ACID [J].
CHO, DW ;
KIM, YH ;
KANG, SG ;
YOON, MJ ;
KIM, DH .
JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (02) :558-562
[7]   THE ROLE OF THE CIS-KETO TRIPLET-STATE IN THE PROTON-TRANSFER CYCLE OF 2-(2'-HYDROXYPHENYL) BENZOTHIAZOLE [J].
CHOU, PT ;
MARTINEZ, ML ;
STUDER, SL .
CHEMICAL PHYSICS LETTERS, 1992, 195 (5-6) :586-590
[8]   ROLE OF TRIPLET-STATES IN THE REVERSE PROTON-TRANSFER MECHANISM OF 7-HYDROXY-1-INDANONE [J].
CHOU, PT ;
MARTINEZ, ML ;
STUDER, SL .
JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (25) :10306-10310
[9]   PROTON-TRANSFER AND HYDROGEN-BONDING IN THE INTERNAL-CONVERSION OF S-1 ANTHRAQUINONES [J].
FLOM, SR ;
BARBARA, PF .
JOURNAL OF PHYSICAL CHEMISTRY, 1985, 89 (21) :4489-4494
[10]   EXCITED-STATE PROTON-TRANSFER REACTIONS .2. INTRAMOLECULAR REACTIONS [J].
FORMOSINHO, SJ ;
ARNAUT, LG .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1993, 75 (01) :21-48