REDUCTIVE CARBONYLATION OF NITROBENZENE TO PHENYLURETHANE CATALYZED BY RU(III)-SCHIFF BASE COMPLEXES

被引:44
作者
KHAN, MMT
HALLIGUDI, SB
SHUKLA, S
SHAIKH, ZA
机构
[1] Discipline of Coordination Chemistry and Homogeneous Catalysis, Central Salt and Marine Chemicals Research Institute, Bhavnagar
来源
JOURNAL OF MOLECULAR CATALYSIS | 1990年 / 57卷 / 03期
关键词
Nitrobenzene - Reductive Carbonylation - Ru(III)-Schiff Base Complexes;
D O I
10.1016/0304-5102(90)85004-2
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
Ruthenium complexes containing Schiff bases with N2O2, N4 and N5 donor groups with the general formula [RuIII(X)Cl1 or 2], where X = Schiff base such as bis(salicylaldehyde)-o-phenylenediimine (saloph), bis(salicylaldehyde)ethylenediimine (salen), bis(picolaldehyde)ethylenediimine (picen), bis(picolaldehyde)-o-phenylenediimine (pic-opd), bis(picolaldehyde)diethylenetriimine (pic-dien), were tested for their catalytic activity towards the reductive carbonylation of nitrobenzene in ethanol to give phenylurethane. The five Ru(III) complexes tested towards reductive carbonylation showed different catalytic activities in the range 160 - 200 °C and CO partial pressure of 15 atm. Among the complexes tested, [Ru(saloph)Cl2] showed the highest catalytic activity with a turnover rate greater than 80 mol product per mol catalyst per hour at 160 °C and 15 atm CO. [Ru(pic-en)Cl2]Cl and [Ru(picopd)Cl2]Cl complexes with N4 donor systems were found to be less active towards carbonylation of nitrobenzene, as indicated by their turnover rates of 20 and 15 mol product per mol catalyst per hour, respectively, at 200 °C and 15 atm CO. The complex [Ru(pic-dien)Cl]Cl2N5 donor system was completely inactive even at 200 °C and 15 atm CO, and no conversion of nitrobenzene was seen even after 12 h contact time. © 1990.
引用
收藏
页码:301 / 305
页数:5
相关论文
共 18 条
  • [1] RECENT ADVANCES IN ISOCYANATE CHEMISTRY
    ARNOLD, RG
    NELSON, JA
    VERBANC, JJ
    [J]. CHEMICAL REVIEWS, 1957, 57 (01) : 47 - 76
  • [2] THE "BIS(SALICYLALDEHYDE)ETHYLENEDIIMINE COBALT(II)-CATALYZED OXIDATIVE CARBONYLATION OF PRIMARY AND SECONDARY-AMINES
    BENEDINI, F
    NALI, M
    RINDONE, B
    TOLLARI, S
    CENINI, S
    LAMONICA, G
    PORTA, F
    [J]. JOURNAL OF MOLECULAR CATALYSIS, 1986, 34 (02): : 155 - 161
  • [3] BESENYEI G, 1984, INORG CHIM ACTA, V90, P43
  • [4] REDUCTIVE CARBONYLATION OF NITROAROMATIC COMPOUNDS TO URETHANES CATALYZED BY [PD(1,10-PHENANTHROLINE)2][PF6]2 AND RELATED COMPLEXES
    BONTEMPI, A
    ALESSIO, E
    CHANOS, G
    MESTRONI, G
    [J]. JOURNAL OF MOLECULAR CATALYSIS, 1987, 42 (01): : 67 - 80
  • [5] RUTHENIUM CARBONYL CATALYZED REDUCTIVE CARBONYLATION OF AROMATIC NITRO-COMPOUNDS - A SELECTIVE ROUTE TO CARBAMATES
    CENINI, S
    CROTTI, C
    PIZZOTTI, M
    PORTA, F
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (06) : 1243 - 1250
  • [6] DEOXYGENATION REACTIONS OF ORTHO-NITROSTYRENES WITH CARBON-MONOXIDE CATALYZED BY METAL-CARBONYLS - A NEW ROUTE TO INDOLES
    CROTTI, C
    CENINI, S
    RINDONE, B
    TOLLARI, S
    DEMARTIN, F
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (10) : 784 - 786
  • [7] CARBONYLATION OF 2,4-DINITROTOLUENE USING HOMOGENEOUS PD AND RH COMPLEX CATALYSTS
    GUPTE, SP
    CHAUDHARI, RV
    [J]. JOURNAL OF MOLECULAR CATALYSIS, 1984, 24 (02): : 197 - 210
  • [8] HALLIGUDI SB, 1984, IND ENG CHEM PROC DD, V23, P793
  • [9] CARBONYLATION OF BENZYL-CHLORIDE TO PHENYLACETIC ACID AND ITS ESTER USING WATER-SOLUBLE RU(III)-EDTA COMPLEX CATALYST
    KHAN, MMT
    HALLIGUDI, SB
    ABDI, SHR
    [J]. JOURNAL OF MOLECULAR CATALYSIS, 1988, 44 (02): : 179 - 181
  • [10] HYDROFORMYLATION OF ALLYL ALCOHOL CATALYZED BY WATER-SOLUBLE RU(III)-EDTA COMPLEX
    KHAN, MMT
    HALLIGUDI, SB
    ABDI, SHR
    [J]. JOURNAL OF MOLECULAR CATALYSIS, 1988, 45 (02): : 215 - 224