SYNTHESIS OF ARYLAZOSTILBENES AND ARYLAZOSTOLANES BY THE HECK REACTION

被引:3
作者
JEOUNG, CB [1 ]
HAAK, O [1 ]
GRAHN, W [1 ]
BOLDT, P [1 ]
机构
[1] TECH UNIV CAROLO WILHELMINA BRAUNSCHWEIG,INST ORGAN CHEM,HAGENRING 30,D-38092 BRAUNSCHWEIG,GERMANY
来源
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG | 1993年 / 335卷 / 06期
关键词
D O I
10.1002/prac.19933350605
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The palladium-catalysed coupling of p-bromo azo dyes 4 with styrenes 6 and arylacetylenes 9 provides arylazostilbenes 7 and -tolanes 10, respectively, in fair-to-good yields. Likewise, coupling of azoxy compound 5 with styrenes 6 forms the arylazoxystilbenes 8 in high yields. The influence of substituentes on light absorption of the new dyes as well as on the the C-13-NMR shifts of the azotolanes 10 are discussed.
引用
收藏
页码:521 / 531
页数:11
相关论文
共 39 条
[1]   CONVENIENT METHODS FOR THE PREPARATION OF PARA-DIALKYLAMINOPHENYLACETYLENES [J].
AKIYAMA, S ;
NAKATSUJI, S ;
YOSHIDA, K ;
NAKASHIMA, K ;
HAGIWARA, T ;
TSURUTA, H ;
YOSHIDA, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (01) :361-362
[2]   AROMATIC AZO-COMPOUNDS .6. THE ACTION OF LIGHT ON AZOXY-COMPOUNDS [J].
BADGER, GM ;
BUTTERY, RG .
JOURNAL OF THE CHEMICAL SOCIETY, 1954, (JUL) :2243-2245
[3]   POSITION ISOMERISM IN THE AZOXYBENZENES [J].
BEHR, LC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (14) :3672-3675
[4]   SIMPLIFIED WITTIG SYNTHESIS OF SUBSTITUTED STYRENES [J].
BROOS, R ;
ANTEUNIS, M .
SYNTHETIC COMMUNICATIONS, 1976, 6 (01) :53-57
[5]   AN ALTERNATIVE TO SANDMEYER REACTION [J].
CADOGAN, JIG ;
ROY, DA ;
SMITH, DM .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (14) :1249-&
[6]  
Fabian J, 1980, LIGHT ABSORPTION ORG, VII, P42
[7]  
FIERZ HE, 1920, GRUNDLEGENDE OPERATI, P120
[8]  
Fries K., 1926, BER, V59, P1246, DOI [10.1002/cber.19260590625, DOI 10.1002/CBER.19260590625]
[9]  
FRIES K, 1926, BER DTSCH CHEM GES, V59, P1253
[10]  
Goldschmidt H., 1892, BER, V25, P1347