Photophysics of the 2-(2'-hydroxyphenyl)perimidine: On the fluorescence of the enol form

被引:69
作者
Catalan, J [1 ]
delValle, JC [1 ]
Claramunt, RM [1 ]
Sanz, D [1 ]
Dotor, J [1 ]
机构
[1] UNIV NACL EDUC DISTANCIA,FAC CIENCIAS,DEPT QUIM ORGAN & BIOL,E-28040 MADRID,SPAIN
关键词
D O I
10.1016/0022-2313(96)00005-1
中图分类号
O43 [光学];
学科分类号
070207 ; 0803 ;
摘要
The photophysical behaviour of 2-(2'-hydroxyphenyl)perimidine (6), which possesses a strong intramolecular hydrogen bond is evidenced as due to the non-transferred enol form. This compound is highly stable to light, with a photodegradative quantum yield in degassed cyclohexane of 7 x 10(-6), suggesting that the involvement of a light-induced excited state intramolecular proton transfer (ESIPT) process in which the phenolic proton is transferred from the enol form to the neighbouring nitrogen atom is less important for conferring photostability than has hitherto been supposed for such type of systems.
引用
收藏
页码:165 / 170
页数:6
相关论文
共 23 条
  • [1] PULSED LIQUID-LASERS FROM PROTON-TRANSFER IN THE EXCITED-STATE
    ACUNA, AU
    AMAT, F
    CATALAN, J
    COSTELA, A
    FIGUERA, JM
    MUNOZ, JM
    [J]. CHEMICAL PHYSICS LETTERS, 1986, 132 (06) : 567 - 569
  • [2] TOWARD THE PHOTOSTABILITY MECHANISM OF INTRAMOLECULAR HYDROGEN-BOND SYSTEMS - THE PHOTOPHYSICS OF 1'-HYDROXY-2'-ACETONAPHTHONE
    CATALAN, J
    DELVALLE, JC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) : 4321 - 4325
  • [3] PHOTOPHYSICAL PROPERTIES OF SOME 2-(2'-HYDROXYARYL)BENZOTRIAZOLES - DRAMATIC EFFECT OF AN ORTHO-LOCATED BULKY TERT-BUTYL GROUP
    CATALAN, J
    PEREZ, P
    FABERO, F
    WILSHIRE, JFK
    CLARAMUNT, RM
    ELGUERO, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (03) : 964 - 966
  • [4] PHOTOINDUCED INTRAMOLECULAR PROTON-TRANSFER AS THE MECHANISM OF ULTRAVIOLET STABILIZERS - A REAPPRAISAL
    CATALAN, J
    FABERO, F
    GUIJARRO, MS
    CLARAMUNT, RM
    MARIA, MDS
    FOCESFOCES, MD
    CANO, FH
    ELGUERO, J
    SASTRE, R
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (02) : 747 - 759
  • [5] NEW ULTRAVIOLET STABILIZERS - 3-(2'-HYDROXYPHENYL)PYRAZOLE AND 5-(2'-HYDROXYPHENYL)PYRAZOLE
    CATALAN, J
    FABERO, F
    CLARAMUNT, RM
    MARIA, MDS
    FOCESFOCES, MDC
    CANO, FH
    MARTINEZRIPOLL, M
    ELGUERO, J
    SASTRE, R
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (13) : 5039 - 5048
  • [6] CATALAN J, 1995, LIEBIGS ANN, P241
  • [7] CATALAN J, IN PRESS J CHEM SOC
  • [8] CATALAN J, IN PRESS SB SCALE RE
  • [9] DEMAS JN, 1971, J PHYS CHEM-US, V75, P991, DOI 10.1021/j100678a001
  • [10] CRYSTAL-STRUCTURES OF 2-(2-METHOXYPHENYL) PERIMIDINE AND ITS HEMIHYDRATE
    FOCESFOCES, C
    LLAMASSAIZ, AL
    CLARAMUNT, RM
    SANZ, D
    DOTOR, J
    ELGUERO, J
    [J]. JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1993, 23 (04): : 305 - 312