Isomerization of 2-methyl-3-butenenitrile with (bis-diphenylphosphinoferrocene)nickel compounds:: Catalytic and structural studies

被引：39

作者：

Acosta-Ramirez, Alberto

Munoz-Hernandez, Miguel

Jones, William D.

Garcia, Juventino J. ^{[1
]}

机构：

[1] Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico

[2] Univ Rochester, Dept Chem, Rochester, NY 14627 USA

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2006年 / 691卷 / 18期

关键词：

nitrile; isomerization; catalytic; nickel; X-ray structure;

D O I：

10.1016/j.jorganchem.2006.05.042

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The catalytic isomerization of 2-metyl-3-butenenitrile to 3-pentenenitrile was carried out by (dppf)Ni species (dppf = bis-diphenylphosphinoferrocene) in the absence and the presence of Lewis acids. Studies in solution reveal the intermediacy of Ni(II) allyl complexes. Addition of Lewis acids such as BEt3 allow the crystallization and full characterization of the latter by X-ray diffraction studies. (c) 2006 Elsevier B.V. All rights reserved.

引用

页码：3895 / 3901

页数：7

共 21 条

[1] STEREOCHEMISTRY AND MECHANISM OF NICKEL-CATALYZED HYDROCYANATION OF OLEFINS AND CONJUGATED DIENES
BACKVALL, JE
ANDELL, OS
[J]. ORGANOMETALLICS, 1986, 5 (11) : 2350 - 2355
[2] BARTSCH M, 2002, BASF HERSTELLUNG NIT
[3] BARTSCH M, 2004, Patent No. 20040176622
[4] Preparation, structure, and dynamics of a nickel π-allyl cyanide complex
Brunkan, NM
Jones, WD
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 683 (01) : 77 - 82
[5] Kinetics, thermodynamics, and effect of BPh3 on competitive C-C and C-H bond activation reactions in the interconversion of allyl cyanide by [Ni(dippe)]
Brunkan, NM
Brestensky, DM
Jones, WD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (11) : 3627 - 3641
[6] Casalnuovo A.L., 1994, ENCY INORGANIC CHEM, P1428
[7] CHAMARD A, 2002, Patent No. 03031392
[8] Catalytic isomerization of cyanoolefins involved in the adiponitrile process.: C-CN bond cleavage and structure of the nickel π-allyl cyanide complex Ni(η3-1-Me-C3H4)(CN)(dppb)
Chaumonnot, A
Lamy, F
Sabo-Etienne, S
Donnadieu, B
Chaudret, B
Barthelat, JC
Galland, JC
[J]. ORGANOMETALLICS, 2004, 23 (14) : 3363 - 3365
[9] Crabtree R. H, 2001, ORGANOMETALLIC CHEM, P244
[10] MECHANISTIC STUDIES OF NICKEL-CATALYZED ADDITION OF DCN AND H13CN TO PENTENENITRILES
DRULINER, JD
[J]. ORGANOMETALLICS, 1984, 3 (02) : 205 - 208

← 1 2 3 →