Ultrafast measurements of charge and excited-state intramolecular proton transfer in solutions of 4′-(N,N-dimethylamino) derivatives of 3-hydroxyflavone

被引:56
作者
Ameer-Beg, S
Ormson, SM
Poteau, X
Brown, RG
Foggi, P
Bussotti, L
Neuwahl, FVR
机构
[1] Univ Cent Lancashire, Ctr Photochem, Preston PR1 2HE, Lancs, England
[2] LENS, Florence, Italy
关键词
D O I
10.1021/jp048512d
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
Transient spectra for 4'-(N,N-dimethylamino)-3-hydroxy- (1a) and 4'-(N,N-dimethylamino)-3-methoxyflavone (2a) in several solvents at room temperature are reported following excitation with pulses of approximately 100 A fwhm. la exhibits emission from both the normal excited state and from the excited tautomer produced following excited-state intramolecular proton transfer (ESIPT). Rate constants for the ESIPT process are found to vary between 3.3 x 10(11) and 3 x 10(10) s(-1) depending on the solvent. Polar solvents are found to play a significant role in stabilizing the normal excited state of both 1a and 2a.
引用
收藏
页码:6938 / 6943
页数:6
相关论文
共 30 条
[21]  
PIVOVARENKO VG, 1997, CELL MOL BIOL LETT, V2, P355
[22]   The photophysics of some 3-hydroxyflavone derivatives in the presence of protons, alkali metal and alkaline earth cations [J].
Poteau, X ;
Saroja, G ;
Spies, C ;
Brown, RG .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2004, 162 (2-3) :431-439
[23]   Tuning the mechanism of proton-transfer in a hydroxyflavone derivative [J].
Roshal, AD ;
Organero, JA ;
Douhal, A .
CHEMICAL PHYSICS LETTERS, 2003, 379 (1-2) :53-59
[24]   Flavonols and crown-flavonols as metal cation chelators.: The different nature of Ba2+ and Mg2+ complexes [J].
Roshal, AD ;
Grigorovich, AV ;
Doroshenko, AO ;
Pivovarenko, VG ;
Demchenko, AP .
JOURNAL OF PHYSICAL CHEMISTRY A, 1998, 102 (29) :5907-5914
[25]   DIRECT OBSERVATION OF FAST PROTON-TRANSFER - FEMTOSECOND PHOTOPHYSICS OF 3-HYDROXYFLAVONE [J].
SCHWARTZ, BJ ;
PETEANU, LA ;
HARRIS, CB .
JOURNAL OF PHYSICAL CHEMISTRY, 1992, 96 (09) :3591-3598
[26]   Picosecond time-resolved fluorescence studies are consistent with reversible excited-state intramolecular proton transfer in 4′-(dialkylaminoe)-3-hydroxyflavones [J].
Shynkar, VV ;
Mély, Y ;
Duportail, G ;
Piémont, E ;
Klymchenko, AS ;
Demchenko, AP .
JOURNAL OF PHYSICAL CHEMISTRY A, 2003, 107 (45) :9522-9529
[27]   PROTON-TRANSFER DYNAMICS IN SUBSTITUTED 3-HYDROXYFLAVONES - SOLVENT POLARIZATION EFFECTS [J].
SWINNEY, TC ;
KELLEY, DF .
JOURNAL OF CHEMICAL PHYSICS, 1993, 99 (01) :211-221
[28]   INTERPLAY BETWEEN EXCITED-STATE INTRAMOLECULAR PROTON-TRANSFER AND CHARGE-TRANSFER IN FLAVONOLS AND THEIR USE AS PROTEIN-BINDING-SITE FLUORESCENCE PROBES [J].
SYTNIK, A ;
GORMIN, D ;
KASHA, M .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1994, 91 (25) :11968-11972
[29]   Femto- and picosecond fluorescence studies of solvation and non-radiative deactivation of ionic styryl dyes in liquid solution [J].
van der Meer, MJ ;
Zhang, H ;
Rettig, W ;
Glasbeek, M .
CHEMICAL PHYSICS LETTERS, 2000, 320 (5-6) :673-680
[30]  
Weast R., 1972, HDB CHEM PHYS, V53rd