Synthesis of lanthanide(II)-imine complexes and their use in carbon-carbon and carbon-nitrogen unsaturated bond transformation

被引：63

作者：

Takaki, K ^{[1
]}

Komeyama, K ^{[1
]}

Takehira, K ^{[1
]}

机构：

[1] Hiroshima Univ, Grad Sch Engn, Dept Chem & Chem Engn, Higashihiroshima 7398527, Japan

来源：

TETRAHEDRON | 2003年 / 59卷 / 52期

关键词：

azalanthanacyclopropane; lanthanide catalyst; hydrosilylation; dehydrogenative silylation; hydrophosphination;

D O I：

10.1016/j.tet.2003.06.003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ytterbium and samarium metals reduced aromatic ketimines to give directly divalent azalanthanacyclopropane complexes 1 quantitatively, the structure of which was characterized by X-ray analysis. The imine complexes 1 catalyzed dehydrogenative silylation of terminal alkynes, hydrosilylation of imines and alkenes, and intermolecular hydrophosphination of alkynes. Moreover, dehydrogenative double silylation of conjugated dienes was achieved with 1. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：10381 / 10395

页数：15

共 52 条

[41] REDUCTION AND COUPLING REACTION OF IMINES PROMOTED BY YTTERBIUM METAL [J].

TAKAKI, K ;

TSUBAKI, Y ;

TANAKA, S ;

BEPPU, F ;

FUJIWARA, Y .

CHEMISTRY LETTERS, 1990, (02) :203-204

[42] Intermolecular hydrophosphination of alkynes and related carbon-carbon multiple bonds catalyzed by organoytterbiums [J].

Takaki, K ;

Koshoji, G ;

Komeyama, K ;

Takeda, M ;

Shishido, T ;

Kitani, A ;

Takehira, K .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (17) :6554-6565

[43] THE EXPLOITATION OF NEW SYNTHETIC REACTIONS BY MEANS OF RARE-EARTH-METALS [J].

TAKAKI, K ;

FUJIWARA, Y .

APPLIED ORGANOMETALLIC CHEMISTRY, 1990, 4 (04) :297-310

[44] Hydrosilylation of olefins and dehydrogenative double silylation of conjugated dienes catalyzed by lanthanide-imine complexes [J].

Takaki, K ;

Sonoda, K ;

Kousaka, T ;

Koshoji, G ;

Shishido, T ;

Takehira, K .

TETRAHEDRON LETTERS, 2001, 42 (52) :9211-9214

[45] Dehydrogenative silylation of terminal alkynes catalyzed by ytterbium-imine complexes [J].

Takaki, K ;

Kurioka, M ;

Kamata, T ;

Takehira, K ;

Makioka, Y ;

Fujiwara, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (25) :9265-9269

[46] Intermolecular hydrophosphination of alkynes and related carbon-carbon multiple bonds catalyzed by ytterbium-imine complexes [J].

Takaki, K ;

Takeda, M ;

Koshoji, G ;

Shishido, T ;

Takehira, K .

TETRAHEDRON LETTERS, 2001, 42 (36) :6357-6360

[47] Three-component coupling of acylphosphonates and two carbonyl compounds promoted by low-valent samariums:: One-pot synthesis of β-hydroxyphosphonates [J].

Takaki, K ;

Itono, Y ;

Nagafuji, A ;

Naito, Y ;

Shishido, T ;

Takehira, K ;

Makioka, Y ;

Taniguchi, Y ;

Fujiwara, Y .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (02) :475-481

[48] YTTERBIUM METAL-PROMOTED REACTION OF KETIMINES WITH CARBON-DIOXIDE [J].

TAKAKI, K ;

TANAKA, S ;

FUJIWARA, Y .

CHEMISTRY LETTERS, 1991, (03) :493-494

[49] A FACILE GENERATION OF ORGANOSAMARIUM ETA(3)-ALLYL COMPLEXES BY REDUCTIVE CLEAVAGE OF ALLYLIC ETHERS WITH (C(5)ME(5))(2)SM(THF)(N) [J].

TAKAKI, K ;

KUSUDO, T ;

UEBORI, S ;

MAKIOKA, Y ;

TANIGUCHI, Y ;

FUJIWARA, Y .

TETRAHEDRON LETTERS, 1995, 36 (09) :1505-1508

[50] Regio- and stereochemistry on the electrophilic trapping of allylic samariums generated by reductive cleavage of allylic ethers with (C5Me5)2Sm(thf)n [J].

Takaki, K ;

Kusudo, T ;

Uebori, S ;

Nishiyama, T ;

Kamata, T ;

Yokoyama, M ;

Takehira, K ;

Makioka, Y ;

Fujiwara, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (13) :4299-4304

← 1 2 3 4 5 6 →