SYNTHESIS, FLUORESCENCE, AND PHOTOSTABILITIES OF 3-(PERFLUOROALKYL)COUMARINS

被引:31
作者
MATSUI, M [1 ]
SHIBATA, K [1 ]
MURAMATSU, H [1 ]
SAWADA, H [1 ]
NAKAYAMA, M [1 ]
机构
[1] NIPPON OIL & FATS CO LTD,TSUKUBA RES LAB,TSUKUBA 30026,JAPAN
来源
CHEMISCHE BERICHTE-RECUEIL | 1992年 / 125卷 / 02期
关键词
BIS(PERFLUOROALKANOYL) PEROXIDES; COUMARINS; 3-PERFLUOROALKYL;
D O I
10.1002/cber.19921250226
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The regioselective reaction of coumarins 1 with bis(perfluoroalkanoyl) peroxides affords 3-(perfluoroalkyl)coumarins 2 in moderate yields. The absorption and emission maxima of coumarins 2 show bathochromic shifts compared with the 3-unsubstituted coumarins. The fluorescence intensities of 3-(perfluoroalkyl)coumarins 2 are smaller than those of the 3-unsubstituted ones. However, the photostabilities of coumarins 2 are higher than those of the 3-unsubstituted ones.
引用
收藏
页码:467 / 471
页数:5
相关论文
共 20 条
[1]   SOME 7-SUBSTITUTED 4-(TRIFLUOROMETHYL)COUMARINS [J].
BISSELL, ER ;
LARSON, DK ;
CROUDACE, MC .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 1981, 26 (03) :348-350
[2]   MECHANISMS OF PHOTOCHEMICAL REACTIONS IN SOLUTION .25. PHOTODIMERIZATION OF COUMARIN [J].
HAMMOND, GS ;
STOUT, CA ;
LAMOLA, AA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (15) :3103-&
[3]   DIRECT PERFLUOROALKYLATION OF COUMARINS BY PERFLUOROALKYL IODIDES IN THE PRESENCE OF SODIUM HYDROXYMETHANESULPHINATE (RONGALITE) [J].
HUANG, BN ;
LIU, JT ;
HUANG, WY .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (24) :1781-1782
[4]   PHOTO-C4-CYCLODIMERISATION VON CUMARIN [J].
KRAUCH, CH ;
FARID, S ;
SCHENCK, GO .
CHEMISCHE BERICHTE-RECUEIL, 1966, 99 (02) :625-&
[5]  
MATSUI M, 1991, SYNLETT, P113
[6]   ASSIGNMENT OF ELECTRONIC-SPECTRA OF COUMARIN AND ITS 4-HYDROXY AND 7-HYDROXY DERIVATIVES [J].
MINEGISHI, T ;
HOSHI, T ;
TANIZAKI, Y .
NIPPON KAGAKU KAISHI, 1978, (05) :649-653
[7]   SOLVENT EFFECTS ON PHOTODIMERIZATION OF COUMARIN [J].
MORRISON, H ;
CURTIS, H ;
MCDOWELL, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (23) :5415-&
[8]   PERFLUOROPROPYLATION OF FURANS, THIOPHENES, AND PYRIDINES WITH BIS(HEPTAFLUOROBUTYRYL) PEROXIDE [J].
SAWADA, H ;
YOSHIDA, M ;
HAGII, H ;
AOSHIMA, K ;
KOBAYASHI, M .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (01) :215-219
[9]   TRIFLUOROMETHYLATION OF AROMATIC-COMPOUNDS WITH BIS(TRIFLUOROACETYL) PEROXIDE [J].
SAWADA, H ;
NAKAYAMA, M ;
YOSHIDA, M ;
YOSHIDA, T ;
KAMIGATA, N .
JOURNAL OF FLUORINE CHEMISTRY, 1990, 46 (03) :423-431
[10]  
SAWADA H, 1990, POLYM COMMUN, V31, P63