Stepwise oxidation of benzylamine coordinated to the [Tp'W(CO)(PhC(2)Me)](+) moiety

被引：51

作者：

Gunnoe, TB ^{[1
]}

White, PS ^{[1
]}

Templeton, JL ^{[1
]}

机构：

[1] UNIV N CAROLINA,DEPT CHEM,CHAPEL HILL,NC 27599

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1996年 / 118卷 / 29期

关键词：

D O I：

10.1021/ja953944a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Coordination of benzylamine to the [Tp'W(CO)(PhC(2)Me)](+) moiety activates the amine for stepwise oxidation by sequential hydride/proton removal steps. Each metal complex along the stepwise reaction path (amine, amido, imine, azavinylidene, and nitrile) has been isolated and characterized. The structure of the imine complex [Tp'W(CO)(PhC(2)Me)(NH double bond CHPh)][BF4] (4) has been confirmed by an X-ray diffraction study. Complex 4 crystallizes in the space group P2(1)/c (Z = 4, a = 13.790(3) Angstrom, b = 13.225(3) Angstrom, c = 19.150(4) Angstrom, beta = 108.769(1)degrees, R = 3.5%, R(w) = 4.4%), and key geometric features include a W-N dative bond length of 2.135(6) Angstrom to the imine nitrogen and a W-N-C angle of 129.7(5).

引用

收藏

页码：6916 / 6923

页数：8

相关论文

共 54 条

[11] SYNTHESES OF CYCLIC IMINE COMPLEXES OF THE CHIRAL RHENIUM LEWIS-ACID [(ETA(5)-C5H5)RE(NO)(PPH3)]+ BY HYDRIDE ION ABSTRACTION FROM AMIDO COMPLEXES [J].

CANTRELL, WR ;

RICHTERADDO, GB ;

GLADYSZ, JA .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 472 (1-2) :195-204

[12]

CAPDEVIELLE P, 1989, SYNTHESIS-STUTTGART, P453

[13] MECHANISM OF THE COPPER MEDIATED OXIDATION OF PRIMARY ALIPHATIC-AMINES BY THE CU0/02 ACETIC-ACID SYSTEM IN ACETONITRILE [J].

CAPDEVIELLE, P ;

LAVIGNE, A ;

MAUMY, M .

TETRAHEDRON, 1990, 46 (08) :2835-2844

[14]

CAREY FA, 1990, ADV ORGANIC CHEM

[15] APPLICATIONS OF DI-TERT-BUTYLIMINOXYL RADICAL TO ORGANIC-SYNTHESIS - OXIDATION OF AMINES TO IMINES [J].

CORNEJO, JJ ;

LARSON, KD ;

MENDENHALL, GD .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (25) :5382-5383

[16] SYNTHESIS AND ELECTROCHEMICAL BEHAVIOR OF A NEW SERIES OF MACROCYCLIC COMPLEXES OF IRON PRODUCED BY OXIDATIVE DEHYDROGENATION AND TAUTOMERIZATION [J].

DABROWIA.JC ;

LOVECCHI.FV ;

GOEDKEN, VL ;

BUSCH, DH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (15) :5502-&

[17] RUTHENIUM PROMOTED OXIDATION OF AMINES [J].

DIAMOND, SE ;

TOM, GM ;

TAUBE, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (10) :2661-2664

[18] FORMATION AND CHARACTERIZATION OF ETA-2-IMINE AND ETA-2-AZOBENZENE DERIVATIVES OF TITANIUM CONTAINING ANCILLARY ARYLOXIDE LIGATION [J].

DURFEE, LD ;

HILL, JE ;

FANWICK, PE ;

ROTHWELL, IP .

ORGANOMETALLICS, 1990, 9 (01) :75-80

[19] KETONE, ALDEHYDE AND ALDIMINE COMPLEXES OF CYCLOPENTADIENYLRUTHENIUM ORGANOMETALLIC LEWIS-ACIDS [J].

FALLER, JW ;

MA, Y ;

SMART, CJ ;

DIVERDI, MJ .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1991, 420 (02) :237-252

[20] STEREOSELECTIVE STEPWISE REDUCTION OF COORDINATED ACETONITRILE WITH CHIRAL TP'(CO)(RCCR')W+ TEMPLATES [J].

FENG, SG ;

TEMPLETON, JL .

ORGANOMETALLICS, 1992, 11 (03) :1295-1303

← 1 2 3 4 5 6 →