Complete debromination of polybrominated benzenes at room temperature catalyzed by palladium metallocenyl diphosphine complexes

被引:18
作者
Wei, B [1 ]
Li, SH [1 ]
Lee, HK [1 ]
Hor, TSA [1 ]
机构
[1] Natl Univ Singapore, Fac Sci, Dept Chem, Singapore 119260, Singapore
关键词
debromination; polybromobenzenes; palladium; metallocenyl phosphine; diphosphine;
D O I
10.1016/S1381-1169(97)00144-1
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
Pd-catalyzed reductive debromination of highly brominated benzenes is studied as a model for degradation of polybrominated biphenyls (PBBs). A complete conversion of hexabromobenzene to benzene at room temperature has been achieved. Both PdCl2[(C5H4PPh2)(2)M] (M = Fe, Ru) show excellent catalytic activities in the presence of NaBH4 as a reducing agent and Me2NC2H4NMe2 as a base. (C) 1997 Elsevier Science B.V.
引用
收藏
页码:L83 / L88
页数:6
相关论文
共 52 条
[1]   AEROBIC PCB BIODEGRADATION AND ANAEROBIC PCB DECHLORINATION IN THE ENVIRONMENT [J].
ABRAMOWICZ, DA .
RESEARCH IN MICROBIOLOGY, 1994, 145 (01) :42-46
[2]   REACTIVE ALUMINUM POWDERS FOR THE REDUCTION OF HALOARENES - APPLICATION OF THE PLANNING OF EXPERIMENTS METHOD FOR THE OPTIMIZATION OF OBTAINING REACTIVE METAL-POWDER [J].
AKAGAH, A ;
POITE, JC ;
CHANON, M .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1985, 17 (03) :219-223
[3]   CONVENIENT METHOD FOR DEHALOGENATION OF ARYL HALIDES [J].
AKITA, Y ;
INOUE, A ;
ISHIDA, K ;
TERUI, K ;
OHTA, A .
SYNTHETIC COMMUNICATIONS, 1986, 16 (09) :1067-1072
[4]   EVIDENCE OF THE FORMATION OF ZEROVALENT PALLADIUM FROM PD(OAC)2 AND TRIPHENYLPHOSPHINE [J].
AMATORE, C ;
JUTAND, A ;
MBARKI, MA .
ORGANOMETALLICS, 1992, 11 (09) :3009-3013
[5]   RATES AND MECHANISM OF THE FORMATION OF ZEROVALENT PALLADIUM COMPLEXES FROM MIXTURES OF PD(OAC)(2) AND TERTIARY PHOSPHINES AND THEIR REACTIVITY IN OXIDATIVE ADDITIONS [J].
AMATORE, C ;
CARRE, E ;
JUTAND, A ;
MBARKI, MA .
ORGANOMETALLICS, 1995, 14 (04) :1818-1826
[6]   SYNTHETIC UTILITY OF AMINE BORANE REAGENTS IN THE REDUCTION OF ALDEHYDES AND KETONES [J].
ANDREWS, GC ;
CRAWFORD, TC .
TETRAHEDRON LETTERS, 1980, 21 (08) :693-696
[7]   GAMMA-RAY DESTRUCTION OF INDIVIDUAL PCB CONGENERS IN NEUTRAL 2-PROPANOL [J].
ARBON, RE ;
MINCHER, BJ ;
KNIGHTON, WB .
ENVIRONMENTAL SCIENCE & TECHNOLOGY, 1994, 28 (12) :2191-2196
[8]   THE CATALYTIC HYDROGENOLYSIS OF HALOGEN COMPOUNDS [J].
BALTZLY, R ;
PHILLIPS, AP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (02) :261-265
[9]   REDUCTIVE DECHLORINATION OF ARYL CHLORIDES CATALYZED BY PALLADIUM COMPLEXES CONTAINING BASIC, CHELATING PHOSPHINES [J].
BENDAVID, Y ;
GOZIN, M ;
PORTNOY, M ;
MILSTEIN, D .
JOURNAL OF MOLECULAR CATALYSIS, 1992, 73 (02) :173-180
[10]   CHELATE-ASSISTED, PD-CATALYZED EFFICIENT CARBONYLATION OF ARYL CHLORIDES [J].
BENDAVID, Y ;
PORTNOY, M ;
MILSTEIN, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (23) :8742-8744