POLAR EFFECTS IN THE RUTHENIUM(0)-CATALYZED REDUCTIVE CARBONYLATION OF AROMATIC NITRO-DERIVATIVES TO GIVE UREAS AND AMINES

被引:15
作者
BASSOLI, A
RINDONE, B
CENINI, S
机构
[1] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,VIA VENEZIAN 21,I-20122 MILAN,ITALY
[2] UNIV MILAN,DIPARTIMENTO CHIM INORGAN & MET ORGAN,I-20122 MILAN,ITALY
[3] CTR CNR,I-20133 MILAN,ITALY
来源
JOURNAL OF MOLECULAR CATALYSIS | 1991年 / 66卷 / 02期
关键词
D O I
10.1016/0304-5102(91)80009-R
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
Several nitrobenzene derivatives were submitted to reaction with carbon monoxide in cis-cyclooctene in the presence of catalytic amounts of Ru3(CO)12. The corresponding ureas and amines were formed in this reaction, while secondary amines derived from insertion of the nitrene intermediate at the allylic position of cis-cyclooctene were secondary products. The influence of the electronic parameters of the substitutents on the conversion and the urea vs. amine ratio is discussed. Hydrogen atoms seem to derive from the solvent.
引用
收藏
页码:163 / 170
页数:8
相关论文
共 32 条
[1]   REACTIONS OF IRON PENTACARBONYL WITH COMPOUNDS CONTAINING N-O LINKAGE [J].
ALPER, H ;
EDWARD, JT .
CANADIAN JOURNAL OF CHEMISTRY, 1970, 48 (10) :1543-&
[2]   DICARBONYLTRIS(ETA-2-TRANS-CYCLOOCTENE)RUTHENIUM - SYNTHESIS AND MOLECULAR-STRUCTURE OF THE 1ST STABLE M(CO)2(OLEFIN)3 TYPE COMPOUND [J].
BALL, RG ;
KIEL, GY ;
TAKATS, J ;
KRUGER, C ;
RAABE, E ;
GREVELS, FW ;
MOSER, R .
ORGANOMETALLICS, 1987, 6 (10) :2260-2261
[3]   ACYCLIC AND CYCLIC UREA FORMATION VIA THE COBALT-CATALYZED OXIDATIVE CARBONYLATION OF AROMATIC PRIMARY AMINES [J].
BASSOLI, A ;
RINDONE, B ;
TOLLARI, S ;
CHIOCCARA, F .
JOURNAL OF MOLECULAR CATALYSIS, 1990, 60 (01) :41-48
[4]   METAL-CARBONYL CATALYZED REDUCTIVE CARBONYLATION OF SUBSTITUTED NITROBENZENES IN PRESENCE OF ALKENES AS SOLVENTS [J].
BASSOLI, A ;
RINDONE, B ;
TOLLARI, S ;
CENINI, S ;
CROTTI, C .
JOURNAL OF MOLECULAR CATALYSIS, 1990, 60 (02) :155-163
[5]  
BASSOLI A, 1989, J MOL CATAL, V52, P225
[6]   ISOLATION AND X-RAY STRUCTURE DETERMINATION OF RU4(CO)12(C6H6O), A PRECATALYST FOR THE TRANSFER HYDROGENATION OF CYCLOHEX-1-EN-2-ONE [J].
BASU, A ;
BHADURI, S ;
SHARMA, K ;
JONES, PG .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 328 (03) :C34-C36
[7]   WAVELENGTH-DEPENDENT, MEDIUM-DEPENDENT, AND TEMPERATURE-DEPENDENT COMPETITION BETWEEN PHOTOSUBSTITUTION AND PHOTOFRAGMENTATION IN RU3(CO)12 AND FE3(CO)12 - DETECTION AND CHARACTERIZATION OF COORDINATIVELY UNSATURATED M3(CO)11 COMPLEXES [J].
BENTSEN, JG ;
WRIGHTON, MS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (15) :4530-4544
[8]   HOMOGENEOUS CATALYTIC-HYDROGENATION OF FREE CARBOXYLIC-ACIDS IN THE PRESENCE OF CLUSTER RUTHENIUM CARBONYL HYDRIDES [J].
BIANCHI, M ;
MENCHI, G ;
FRANCALANCI, F ;
PIACENTI, F ;
MATTEOLI, U ;
FREDIANI, P ;
BOTTEGHI, C .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1980, 188 (01) :109-119
[9]  
BLUM Y, 1981, TETRAHEDRON LETT, P1541
[10]   RUTHENIUM CARBONYL CATALYZED REDUCTIVE CARBONYLATION OF AROMATIC NITRO-COMPOUNDS - A SELECTIVE ROUTE TO CARBAMATES [J].
CENINI, S ;
CROTTI, C ;
PIZZOTTI, M ;
PORTA, F .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (06) :1243-1250