Platinum-catalyzed Wacker oxidation of alkenes utilizing cis-Pt(Cl)2(TPPTS)2 (TPPTS =P(m-C6H4SO3Na)3)

被引:16
作者
Helfer, DS [1 ]
Atwood, JD [1 ]
机构
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
关键词
D O I
10.1021/om030500b
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Reactions of alkenes (ethylene, propene, and 1-hexene) With water in the presence of cisPt(Cl)(2)(TPPTS)(2)(TPPTS = P(m-C6H4SO3Na)(3)) produces stoichiometrically the Wacker oxidation product (acetaldehyde, acetone, and 2-hexanone, respectively) and trans-Pt(Cl)-(H)(TPPTS)(2). The presence of the phosphine ligands provides stability to the hydride complex such that decomposition to the metal is prevented. For C2H4 the final product is trans-Pt-(Cl)(C2H5)(TPPTS)(2). These reactions are fully consistent with the PdCl42- oxidation of alkenes. At higher temperatures, however, C2H4 is catalytically oxidized to CH3CHO in a mechanism that appears to be different. At 95degreesC, 90 turnovers are observed.
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收藏
页码:2412 / 2420
页数:9
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共 66 条
[1]  
ABEL EW, 1995, COMPREHENSIVE ORGANO, V9, P534
[2]  
ABEL EW, 1982, COMPREHENSIVE ORGANO, V6, P519
[3]   COMPETITIVE UNCATALYZED GEOMETRICAL ISOMERIZATION AND BETA-HYDRIDE ELIMINATION OF ALKYL COMPLEXES OF PLATINUM(II) [J].
ALIBRANDI, G ;
CUSUMANO, M ;
MINNITI, D ;
SCOLARO, LM ;
ROMEO, R .
INORGANIC CHEMISTRY, 1989, 28 (02) :342-347
[4]  
[Anonymous], PRINCIPLES APPL ORGA
[5]  
ATWOOD JD, 1997, INORGANIC ORGANOMETA, P210
[6]  
BACKVALL JE, 1979, J AM CHEM SOC, V101, P2411
[7]   AQUEOUS SOLUBLE ORGANOMETALLIC COMPLEXES [J].
BARTON, M ;
ATWOOD, JD .
JOURNAL OF COORDINATION CHEMISTRY, 1991, 24 (01) :43-67
[8]   Synthesis, characterization, and reactivity of new platinum(II) alkyl alkene complexes [J].
Basickes, N ;
Hutson, AC ;
Sen, A ;
Yap, GPA ;
Rheingold, AL .
ORGANOMETALLICS, 1996, 15 (20) :4116-4118
[9]  
BOGDASHKINA VI, 1983, DOKL CHEM, V266, P331
[10]   THE MECHANISM OF THERMAL-DECOMPOSITION OF TRANS-CHLOROETHYLBIS(TRIETHYLPHOSPHINE)PLATINUM(II) [J].
BRAINARD, RL ;
WHITESIDES, GM .
ORGANOMETALLICS, 1985, 4 (09) :1550-1557