Novel azine reactivity:: Facile N-N bond cleavage, C-H activation, and N-N coupling mediated by RhI

被引：39

作者：

Cohen, R

Rybtchinski, B

Gandelman, M

Shimon, LJW

Martin, JML ^{[1
]}

Milstein, D

机构：

[1] Weizmann Inst Sci, Dept Organ Chem, IL-76100 Rehovot, Israel

[2] Weizmann Inst Sci, Chem Serv Unit, IL-76100 Rehovot, Israel

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 17期

关键词：

azines; C-H activation; density functional calculations; N-N activation; pincer ligands;

D O I：

10.1002/anie.200250571

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An unprecedented reaction: Dinitrogen pincer Rh complexes react with azines in a moderately catalytic fashion by nonsymmetrical" N-N bond cleavage to the corresponding nitriles and imines (see scheme)."

引用

页码：1949 / 1952

页数：4

共 21 条

[1]

BINKLEY RW, 1969, J ORG CHEM, V34, P2073

[2] THE SYNTHESIS OF NH ALDIMINES AND DERIVATIVES BY SPONTANEOUS AND BASE-CATALYZED DECOMPOSITION OF OXAZIRIDINES [J].

BOYD, DR ;

COULTER, PB ;

HAMILTON, R ;

THOMPSON, NT ;

SHARMA, ND ;

STUBBS, ME .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (10) :2123-2127

[3] A new general method for the preparation of metal carbene complexes [J].

Gandelman, M ;

Rybtchinski, B ;

Ashkenazi, N ;

Gauvin, RM ;

Milstein, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (22) :5372-5373

[4]

Grashey R., 1984, 1 3 DIPOLAR CYCLOADD, P733

[5]

HAY PJ, 1985, J CHEM PHYS, V82, P299, DOI [10.1063/1.448800, 10.1063/1.448799]

[6] THE DISPROPORTIONATION OF AN UNSYMMETRICAL AZINE - AN NMR EXPERIMENT FOR THE UNDERGRADUATE ORGANIC LABORATORY [J].

KENNY, DH .

JOURNAL OF CHEMICAL EDUCATION, 1980, 57 (06) :462-463

[7] Single crystal X-ray structures of 2-pyridinecarboxaldehydeazine and biacetylazine: Implications of the conjugation in systems with carbon-nitrogen double bonds [J].

Kesslen, EC ;

Euler, WB ;

Foxman, BM .

CHEMISTRY OF MATERIALS, 1999, 11 (02) :336-340

[8]

KHOLDAIR AI, 1998, TETRAHEDRON, V54, P4859

[9] The first f-element ketimido complex:: Synthesis and characterization of (C5Me5)2U(-N==CPh2)2 [J].

Kiplinger, JL ;

Morris, DE ;

Scott, BL ;

Burns, CJ .

ORGANOMETALLICS, 2002, 21 (15) :3073-3075

[10] SYNTHESIS, STRUCTURE, AND REACTIVITY OF CHIRAL RHENIUM IMINE AND METHYLENEAMIDO COMPLEXES OF THE FORMULAS [(ETA-5-C5H5)RE(NO)(PPH3)(ETA-1-N(R'')=C(R)R']+TFO- AND (ETA-5-C5H5)RE(NO)(PPH3)(N=C(R)R') [J].

KNIGHT, DA ;

DEWEY, MA ;

STARK, GA ;

BENNETT, BK ;

ARIF, AM ;

GLADYSZ, JA .

ORGANOMETALLICS, 1993, 12 (11) :4523-4534

← 1 2 3 →