Addition of methanol to nonactivated internal alkynes catalyzed by dichloro(diphosphine)platinum(II) complex/silver salt systems

被引:49
作者
Kataoka, Y [1 ]
Matsumoto, O [1 ]
Tani, K [1 ]
机构
[1] OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
关键词
D O I
10.1021/om9605037
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Nucleophilic addition of methanol to nonactivated alkynes is catalyzed by platinum phosphine complexes derived from PtCl2(ligand) [ligand = 2PPh(3), 2PPh(2)Me, diphos, dppt (1,5-bis(diphenylphosphino)pentane)] and a silver salt [AgPF6 or AgOTf (silver trifluoromethanesulfonate)] producing Ketones in high yields. The catalytic activity is influenced by the phosphine ligand as well as by the anion and the ratio of the dichloroplatinum complex: to the silver salt.
引用
收藏
页码:5246 / 5249
页数:4
相关论文
共 32 条
[1]  
[Anonymous], COMPREHENSIVE ORGANI
[2]   REACTION OF SILVER ION WITH [ML2X2] (L = AMINE OR PHOSPHINE M = PD OR PT X = I, CL, OR SCN) LEADING TO ORTHOMETALLATION AND CATALYTIC ACTIVITY - X-RAY STRUCTURE OF AB-(2-AMINOMETHYL)PHENYL-C-CARBONYL-D-IODOPLATINUM(II) [J].
AVSHU, A ;
OSULLIVAN, RD ;
PARKINS, AW ;
ALCOCK, NW ;
COUNTRYMAN, RM .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1983, (08) :1619-1624
[3]  
BARLUENGA J, 1988, SYNTHESIS-STUTTGART, P144
[4]   METAL-COMPLEXES OF WEAKLY COORDINATING ANIONS - PRECURSORS OF STRONG CATIONIC ORGANOMETALLIC LEWIS-ACIDS [J].
BECK, W ;
SUNKEL, K .
CHEMICAL REVIEWS, 1988, 88 (07) :1405-1421
[5]   NEW COPPER CHEMISTRY .3. NEW PREPARATIONS OF ETHYL 3,3-DIETHOXYPROPIONATE AND (ETHOXYCARBONYL)MALONDIALDEHYDE - CU(I)-CATALYZED ACETAL FORMATION FROM A CONJUGATED TRIPLE BOND [J].
BERTZ, SH ;
DABBAGH, G ;
COTTE, P .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (11) :2216-2217
[6]  
COREY EJ, 1972, TETRAHEDRON LETT, P3769
[7]   HARD LIGANDS AS DONORS TO SOFT METALS .2. CATIONIC MONOMERIC AND DIMERIC COMPLEXES OF PALLADIUM(II) AND PLATINUM(II) - TOWARD THE ISOLATION OF WEAKLY BONDED SPECIES [J].
DAVIES, JA ;
HARTLEY, FR ;
MURRAY, SG .
INORGANIC CHEMISTRY, 1980, 19 (08) :2299-2303
[8]   INFLUENCE OF LIGANDS AND ANIONS ON THE RATE OF CARBON-MONOXIDE INSERTION INTO PALLADIUM METHYL BONDS IN THE COMPLEXES (P-P)PD(CH3)CL AND [(P-P)PD(CH3)(L)]+SO3CF3- (P-P = DPPE, DPPP, DPPB, DPPF, L = CH3CN, PPH3) [J].
DEKKER, GPCM ;
ELSEVIER, CJ ;
VRIEZE, K ;
VANLEEUWEN, PWNM .
ORGANOMETALLICS, 1992, 11 (04) :1598-1603
[9]   INFLUENCE OF LIGANDS AND ANIONS ON THE INSERTION OF ALKENES INTO PALLADIUM ACYL AND PALLADIUM CARBOMETHOXY BONDS IN THE NEUTRAL COMPLEX (DPPP)PD(C(O)CH3)CL AND THE IONIC COMPLEXES [(P-P)PDR(L)]+SO3CF3- (P-P = DPPE, DPPP, DPPB, R = C(O)CH3, L = CH3CN, PPH3, R = C(O)OCH3, L = PPH3) [J].
DEKKER, GPCM ;
ELSEVIER, CJ ;
VRIEZE, K ;
VANLEEUWEN, PWNM ;
ROOBEEK, CF .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1992, 430 (03) :357-372
[10]   EFFECTIVE TRANSFORMATION OF UNACTIVATED ALKYNES INTO KETONES OR ACETALS BY MEANS OF AU(III) CATALYST [J].
FUKUDA, Y ;
UTIMOTO, K .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (11) :3729-3731