Addition reactions of E-E and E-H bonds to triple bond of alkynes catalyzed by Pd, Pt, and Ni complexes (E=S, Se)

被引：69

作者：

Beletskaya, Irina P. ^{[1
]}

Ananikov, Valentine P.

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia

[2] Russian Acad Sci, Zelinsky Inst Organ Chem, Moscow 119991, Russia

来源：

PURE AND APPLIED CHEMISTRY | 2007年 / 79卷 / 06期

关键词：

addition reactions; green chemistry; transition-metal catalysis; sulfur species; selenium species;

D O I：

10.1351/pac200779061041

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthetic application and mechanistic aspects of transition-metal (Ni, Pd, Pt) catalyzed addition of E-E and E-H (E=S, Se) bonds to alkynes were investigated in detail. This study revealed major factors controlling the selectivity of such addition reactions. A new Ni-based catalytic system with a self-organized nanostructured catalyst has been designed to perform chemical transformation in high yield, under mild conditions.

引用

页码：1041 / 1056

页数：16

共 46 条

[1] Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes [J].

Alonso, F ;

Beletskaya, IP ;

Yus, M .

CHEMICAL REVIEWS, 2004, 104 (06) :3079-3159

[2] Highly efficient nickel-based heterogeneous catalytic system with nanosized structural organization for selective Se-H bond addition to terminal and internal alkynes [J].

Ananikov, Valentine P. ;

Orlov, Nikolay V. ;

Beletskaya, Irina P. .

ORGANOMETALLICS, 2007, 26 (03) :740-750

[3] Efficient and convenient synthesis of β-vinyl sulfides in nickel-catalyzed regioselective addition of thiols to terminal alkynes under solvent-free conditions [J].

Ananikov, VP ;

Orlov, NV ;

Beletskaya, IP .

ORGANOMETALLICS, 2006, 25 (08) :1970-1977

[4] Nickel(II) chloride-catalyzed regioselective hydrothiolation of alkynes [J].

Ananikov, VP ;

Malyshev, DA ;

Beletskaya, IP ;

Aleksandrov, GG ;

Eremenko, IL .

ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (15) :1993-2001

[5] New catalytic system for S-S and Se-Se bond addition to alkynes based on phosphite ligands [J].

Ananikov, VP ;

Kabeshov, MA ;

Beletskaya, IP ;

Khrustalev, VN ;

Antipin, MY .

ORGANOMETALLICS, 2005, 24 (06) :1275-1283

[6] The first example or polymer-supported palladium catalyst for stereoselective S-S bond addition to terminal alkynes [J].

Ananikov, VP ;

Kabeshov, MA ;

Beletskaya, IP .

SYNLETT, 2005, (06) :1015-1017

[7] Solvent-free palladium-catalyzed addition of diaryl dichalcogenides to alkynes [J].

Ananikov, VP ;

Beletskaya, IP .

RUSSIAN CHEMICAL BULLETIN, 2004, 53 (03) :561-565

[8] Palladium-catalyzed addition of disulfides and diselenides to alkynes under solvent free conditions [J].

Ananikov, VP ;

Beletskaya, IP .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (03) :284-287

[9] Mechanistic study of palladium catalyzed S-S and Se-Se bonds addition to alkynes [J].

Ananikov, VP ;

Kabeshov, MA ;

Beletskaya, IP ;

Aleksandrov, GG ;

Eremenko, IL .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 687 (02) :451-461

[10] Palladium and platinum catalyzed hydroselenation of alkynes: Se-H vs Se-Se addition to CC bond [J].

Ananikov, VP ;

Malyshev, DA ;

Beletskaya, IP ;

Aleksandrov, GG ;

Eremenko, IL .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 679 (02) :162-172

← 1 2 3 4 5 →