INTERMOLECULAR TAUTOMERIZATION OF METALLACYCLIC IMINES TO ENAMINES FORMED FROM TANTALUM ALKYNE COMPLEXES AND NITRILES

被引：37

作者：

STRICKLER, JR ^{[1
]}

WIGLEY, DE ^{[1
]}

机构：

[1] UNIV ARIZONA,DEPT CHEM,CARL S MARVEL LABS CHEM,TUCSON,AZ 85721

来源：

ORGANOMETALLICS | 1990年 / 9卷 / 05期

关键词：

D O I：

10.1021/om00119a044

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The electrophilic metal center in (DIPP)3Ta(PhC≡CPh) (1; DIPP = 2,6-diisopropylphenoxide) coordinates a variety of nitriles to afford the η1-nitrile adducts (DIPP)3(RC≡N)Ta(PhC≡CPh) (2, R = CH3; 3, R = CH2CH3; 4, R = CMe3; 5, R = Ph). Those complexes of nitriles containing α-hydrogens (2 and 3) react further to form the metallacyclic enamine complexes [inline formula omitted] (6, R = H; 7, R = CH3). Deuterium labeling and crossover experiments support these products as having arisen through an intermolecular metallacyclic imine to enamine tautomerization. © 1990, American Chemical Society. All rights reserved.

引用

页码：1665 / 1669

页数：5

共 36 条

[1] C-C BOND FORMATION BY REDUCTIVE COUPLING OF 2 CARBONYL LIGANDS OF BINUCLEAR TRANSITION-METAL COMPLEXES
BERRY, DH
BERCAW, JE
JIRCITANO, AJ
MERTES, KB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (17) : 4712 - 4715
[2] ALKYNE CYCLIZATIONS AT REDUCED TANTALUM CENTERS - SYNTHESIS AND MOLECULAR-STRUCTURE OF (ETA-6-C6ME6)TA(O-2,6-I-PR2C6H3)2CL
BRUCK, MA
COPENHAVER, AS
WIGLEY, DE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (21) : 6525 - 6527
[3] GROUP-4 METAL-COMPLEXES OF BENZYNES, CYCLOALKYNES, ACYCLIC ALKYNES, AND ALKENES
BUCHWALD, SL
NIELSEN, RB
[J]. CHEMICAL REVIEWS, 1988, 88 (07) : 1047 - 1058
[4] SYNTHESIS, STRUCTURE, AND REACTIONS OF A ZIRCONOCENE CYCLOHEXYNE COMPLEX
BUCHWALD, SL
LUM, RT
DEWAN, JC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (23) : 7441 - 7442
[5] THE TRIMETHYLPHOSPHINE ADDUCT OF THE ZIRCONOCENE BENZYNE COMPLEX - SYNTHESIS, REACTIONS, AND X-RAY CRYSTAL-STRUCTURE
BUCHWALD, SL
WATSON, BT
HUFFMAN, JC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (23) : 7411 - 7413
[6] SELECTIVE, ZIRCONIUM-MEDIATED CROSS-COUPLING OF ALKYNES - SYNTHESIS OF ISOMERICALLY PURE 1,3-DIENES AND 1,4-DIIODO 1,3-DIENES
BUCHWALD, SL
NIELSEN, RB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (08) : 2870 - 2874
[7] THE SYNTHESIS, REACTIONS, AND MOLECULAR-STRUCTURE OF ZIRCONOCENE ALKYNE COMPLEXES
BUCHWALD, SL
WATSON, BT
HUFFMAN, JC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) : 2544 - 2546
[8] ZIRCONOCENE COMPLEXES OF IMINES - GENERAL-SYNTHESIS, STRUCTURE, REACTIVITY, AND INSITU GENERATION TO PREPARE GEOMETRICALLY PURE ALLYLIC AMINES
BUCHWALD, SL
WATSON, BT
WANNAMAKER, MW
DEWAN, JC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (12) : 4486 - 4494
[9] THE ZIRCONOCENE INDUCED COUPLING OF BENZYNE WITH NITRILES - SYNTHESIS, STRUCTURE AND REACTIONS OF NOVEL AZAMETALLACYCLOPENTENES
BUCHWALD, SL
SAYERS, A
WATSON, BT
DEWAN, JC
[J]. TETRAHEDRON LETTERS, 1987, 28 (28) : 3245 - 3248
[10] A GENERAL-METHOD FOR THE PREPARATION OF ZIRCONOCENE COMPLEXES OF SUBSTITUTED BENZYNES - INSITU GENERATION, COUPLING REACTIONS, AND USE IN THE SYNTHESIS OF POLYFUNCTIONALIZED AROMATIC-COMPOUNDS
BUCHWALD, SL
WATSON, BT
LUM, RT
NUGENT, WA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (23) : 7137 - 7141

← 1 2 3 4 →