1-metalla-1,3,5,7-octatetraenes by 4-addition of (1,3-dien-2-yl)amines to (1-alkynyl)carbene complexes (M=Cr, W)

被引：5

作者：

Aumann, R ^{[1
]}

Göttker-Schnetmann, IJ ^{[1
]}

Wibbeling, B ^{[1
]}

Fröhlich, R ^{[1
]}

机构：

[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 08期

关键词：

D O I：

10.1016/S0040-4039(97)10740-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Addition of (1-phenyl)ethenyl-amines H2C=C(NR2)Ph 2a,b to (1-alkynyl)carbene complexes (CO)(5)M=C(OEt)C=CPh 1a,b (M= W, Cr) affords 1-metalla-1,3,5-hexatrienes 4a-c in 90 - 95%. Addition of N-[1-(cyclohex-1-enyl)]ethenyl-amines H2C=C(NR2)-(similar to)C= CH(CH2)(4) similar to 2c,d to compounds 1a,b yields novel 1-metalla-1,3,5,7 -octatetraenes (CO)(5)M=C(OEt)-CH=C(Ph)-CH=C(NR2)-(similar to)C=CH (CH2)(4) similar to 4d-f as major products together with a [4+2] cycloadduct 5d as minor product. Compounds 4 and 5 have been fully characterized spectroscopically, compound 4d also by X-ray analysis. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：795 / 798

页数：4

共 14 条

[1]

AUMANN R, 1994, SYNLETT, P1041

[2]

AUMANN R, 1993, SYNLETT, P669

[3] Organic syntheses via transition metal complexes .83. cis-1-Metalla-1,3,5-hexatrienes (butadienylcarbene complexes) of tungsten via ring opening of pyranylidene complexes [J].

Aumann, R ;

Roths, K ;

Jasper, B ;

Frohlich, R .

ORGANOMETALLICS, 1996, 15 (04) :1257-1264

[4] ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .51. 1-METALLA-1,3,5-TRIENES AND 1-METALLA-1,3-DIEN-5-YNES OF CHROMIUM AND TUNGSTEN BY INSERTION OF ALKYNES INTO M=C AND C=C BONDS OF 1-METALLA-1,3-DIENES AND 1-METALLA-1-EN-3-YNES, RESPECTIVELY [J].

AUMANN, R ;

HEINEN, H ;

HINTERDING, P ;

STRATER, N ;

KREBS, B .

CHEMISCHE BERICHTE, 1991, 124 (05) :1229-1236

[5]

Aumann R, 1997, SYNLETT, P621

[6] Organic syntheses via transition metal complexes .86. Regioselective [C-3+C-2] cyclopentadiene annulation to enamines with alkynylcarbene complexes of chromium and tungsten as novel C-3 building blocks [J].

Aumann, R ;

Meyer, AG ;

Frohlich, R .

ORGANOMETALLICS, 1996, 15 (23) :5018-5027

[7] ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .54. CYCLOPENTADIENES FROM 1-METALLA-1,3-DIENES AND ALKYNES BY CYCLIZATION OF INTERMEDIATE 1-METALLA-1,3,5-TRIENES (METAL = TUNGSTEN) [J].

AUMANN, R ;

HEINEN, H ;

DARTMANN, M ;

KREBS, B .

CHEMISCHE BERICHTE-RECUEIL, 1991, 124 (10) :2343-2347

[8]

AUMANN R, 1997, IN PRESS J ORGANOMET

[9]

AUMANN R, 1997, ADV ORGANOMET CHEM, V41, P161

[10] UNEXPECTED AND EASY ANNULATION OF FISCHER-TYPE PHENYLETHENYL CARBENE COMPLEXES [J].

BARLUENGA, J ;

AZNAR, F ;

BARLUENGA, S .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (19) :1973-1974

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