Synthesis of aromatic nitriles via the temporary complexation of nitroarenes to the cationic cyclopentadienyliron moiety

被引：1

作者：

Abd-El-Aziz, AS ^{[1
]}

Boraie, W ^{[1
]}

Gavel, NT ^{[1
]}

机构：

[1] Univ Winnipeg, Dept Chem, Winnipeg, MB R3B 2E9, Canada

来源：

ORGANOMETALLICS | 1999年 / 18卷 / 08期

关键词：

D O I：

10.1021/om981022l

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Cyanide addition to cyclopentadienyliron complexes of substituted nitroarenes produced nitrile adducts where the cyano group added in the ortho position with respect to the nitro group. Cleavage of the cyclopentadienyliron moiety via oxidative demetalation with DDQ led to the isolation of functionalized aromatic nitriles in good yields.

引用

页码：1562 / 1564

页数：3

共 33 条

[1] THE FIRST EXAMPLE OF MULTIPLE OXIDATION REACTIONS OF ETA(6)-ALKYLATED ANILINE-ETA(5)-CYCLOPENTADIENYLIRON COMPLEXES [J].

ABDELAZIZ, AS ;

EPP, KM .

POLYHEDRON, 1995, 14 (07) :957-960

[2] The synthesis of alkylated or acylated nitroarene cyclopentadienyliron complexes: An alternative approach to the synthesis of arylated alkanoates [J].

AbdElAziz, AS ;

Boraie, W ;

AlSalem, N ;

Sadek, SA ;

Epp, KM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (10) :1469-1479

[3] Nucleophilic addition to di- and poly-iron arene complex cations [J].

AbdElAziz, AS ;

Armstrong, DA ;

Bernardin, S ;

Hutton, HM .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1996, 74 (11) :2073-2082

[4] FUNCTIONALIZATION OF AROMATIC SYSTEMS - A HIGHLY CHEMOSELECTIVE SYNTHESIS OF [(TRIMETHYLSILYL)METHYL]NITROARENES [J].

BARTOLI, G ;

BOSCO, M ;

DALPOZZO, R ;

TODESCO, PE .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (19) :3694-3696

[5]

CHUNG YK, 1986, J ORGANOMET CHEM, V308, P223

[6]

Davies S.G., 1982, ORGANOTRANSITION MET

[7] NUCLEOPHILIC-ADDITION TO ORGANOTRANSITION METAL-CATIONS CONTAINING UNSATURATED HYDROCARBON LIGANDS - SURVEY AND INTERPRETATION [J].

DAVIES, SG ;

GREEN, MLH ;

MINGOS, DMP .

TETRAHEDRON, 1978, 34 (20) :3047-3077

[8] ALPHA-CYANOALKYL SULFONATES .1. THE REACTIONS OF ALPHA-CYANOBENZYL BENZENESULFONATE [J].

DODSON, RM ;

TURNER, HW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (10) :4517-4519

[9]

FROLOVSKII VA, 1990, IAN SSSR KH, V1, P221

[10] SUBSTITUTED ISATOIC ANHYDRIDES - SELECTIVE INACTIVATORS OF TRYPSIN-LIKE SERINE PROTEASES [J].

GELB, MH ;

ABELES, RH .

JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (04) :585-589

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