Iridium and Ruthenium Complexes with Chelating N-Heterocyclic Carbenes: Efficient Catalysts for Transfer Hydrogenation, β-Alkylation of Alcohols, and N-Alkylation of Amines

被引：325

作者：

Gnanamgari, Dinakar ^{[1
]}

Sauer, Effiette L. O. ^{[1
]}

Schley, Nathan D. ^{[1
]}

Butler, Chase ^{[1
]}

Incarvito, Christopher D. ^{[1
]}

Crabtree, Robert H. ^{[1
]}

机构：

[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA

来源：

ORGANOMETALLICS | 2009年 / 28卷 / 01期

基金：

加拿大自然科学与工程研究理事会;

关键词：

ASTERISK-IR COMPLEX; OPPENAUER-TYPE OXIDATION; SECONDARY ALCOHOLS; COORDINATION CHEMISTRY; NHC LIGANDS; CP-ASTERISK-IR(III) COMPLEXES; ORGANOMETALLIC CATALYSIS; NICKEL(II) COMPLEXES; PALLADIUM COMPLEXES; ARYL CHLORIDES;

D O I：

10.1021/om800821q

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Air-stable Ir and Ru complexes of a chelating pyrimidine-functionalized N-heterocyclic carbene were synthesized. The complexes were characterized by NMR spectroscopy and single-crystal X-ray diffraction and were found to be catalytically active for transfer hydrogenation, beta-alkylation of secondary alcohols with primary alcohols, and N-alkylation of amines with primary alcohols. Notably, the Ir complexes were found to catalyze the N-alkylation of amines using the mild base NaHCO3.

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收藏

页码：321 / 325

页数：5

相关论文

共 71 条

[1] ELECTRONIC STABILIZATION OF NUCLEOPHILIC CARBENES [J].

ARDUENGO, AJ ;

DIAS, HVR ;

HARLOW, RL ;

KLINE, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) :5530-5534

[2] Synthesis and small molecule reactivity of uranium(IV) alkoxide complexes with both bound and pendant N-heterocyclic carbene ligands [J].

Arnold, PL ;

Blake, AL ;

Wilson, C .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (20) :6095-6099

[3] F-block N-heterocyclic carbene complexes [J].

Arnold, Polly L. ;

Liddle, Stephen T. .

CHEMICAL COMMUNICATIONS, 2006, (38) :3959-3971

[4] SYNTHESIS AND STRUCTURE OF [(ETA-C5ME5)IR(CO)]2 [J].

BALL, RG ;

GRAHAM, WAG ;

HEINEKEY, DM ;

HOYANO, JK ;

MCMASTER, AD ;

MATTSON, BM ;

MICHEL, ST .

INORGANIC CHEMISTRY, 1990, 29 (10) :2023-2025

[5] Stable carbenes [J].

Bourissou, D ;

Guerret, O ;

Gabbaï, FP ;

Bertrand, G .

CHEMICAL REVIEWS, 2000, 100 (01) :39-91

[6] Palladium complexes containing a hemilabile pyridylcarbene ligand [J].

Chen, JCC ;

Lin, IJB .

ORGANOMETALLICS, 2000, 19 (24) :5113-5121

[7] Rhodium and iridium complexes of N-heterocyclic carbenes via transmetalation: Structure and dynamics [J].

Chianese, AR ;

Li, XW ;

Janzen, MC ;

Faller, JW ;

Crabtree, RH .

ORGANOMETALLICS, 2003, 22 (08) :1663-1667

[8] Ruthenium-catalyzed one-pot β-alkylation of secondary alcohols with primary alcohols [J].

Cho, CS ;

Kim, BT ;

Kim, HS ;

Kim, TJ ;

Shim, SC .

ORGANOMETALLICS, 2003, 22 (17) :3608-3610

[9] Highly stable Cp*-Ir(III) complexes with N-heterocyclic carbene ligands as C-H activation catalysts for the deuteration of organic molecules [J].

Corberán, R ;

Sanaú, M ;

Peris, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (12) :3974-3979

[10] An unusual example of base-free catalyzed reduction of C=O and C=NR bonds by transfer hydrogenation and some useful implications [J].

Corberan, Rosa ;

Peris, Eduardo .

ORGANOMETALLICS, 2008, 27 (08) :1954-1958

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