Aminium hexachloroantimonate salts: a latent source of antimony pentachloride

被引：15

作者：

Ciminale, F ^{[1
]}

Lopez, L ^{[1
]}

Farinola, GM ^{[1
]}

Sportelli, S ^{[1
]}

机构：

[1] Univ Bari, Dipartimento Chim, CNR, Ctr MISO, I-70126 Bari, Italy

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 33期

关键词：

aminium salts; antimony pentachloride; oxidative activation;

D O I：

10.1016/S0040-4039(01)01078-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclization of an adamantylidene-based olefin induced by aminium hexachloroantimonate salts under a nitrogen atmosphere revealed that oxidative activation by these salts may be due to SbCl6, which in combination with an oxidant counter-ion provides SbCl5 as the true reactive species. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：5685 / 5687

页数：3

共 10 条

[1] THE SYNTHESIS OF SPIRO[ADAMANTANE-[1,2]DIOXETANES] [J].

ADAM, W ;

ENCARNACION, LAA .

CHEMISCHE BERICHTE-RECUEIL, 1982, 115 (07) :2592-2605

[2] ELECTROPHILIC SUBSTITUTION REACTIONS OF TRIPHENYLAMINE [J].

BAKER, TN ;

DOHERTY, WP ;

KELLEY, WS ;

NEWMEYER, W ;

ROGERS, JE ;

SPALDING, RE ;

WALTER, RI .

JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (11) :3714-&

[3] CATION RADICAL CYCLO-ADDITIONS AND RELATED SIGMATROPIC REACTIONS [J].

BAULD, NL .

TETRAHEDRON, 1989, 45 (17) :5307-5363

[4] REACTIONS ON AROMATIC OLEFINS INDUCED BY AMINIUM SALTS - PROTIC-ACID OR RADICAL-CATION CATALYZED PROCESSES [J].

CIMINALE, F ;

LOPEZ, L ;

MELE, G .

TETRAHEDRON, 1994, 50 (44) :12685-12696

[5] DISTINCTION BETWEEN AMINIUM CATION RADICAL AND PROTIC ACID-CATALYZED DIELS-ALDER REACTIONS [J].

GASSMAN, PG ;

SINGLETON, DA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (25) :7993-7994

[6] THE ONE-ELECTRON OXIDATION OF BIPHENYL-2-YLETHYLENES - SUBSEQUENT CHEMICAL-REACTIVITY CONTROLLED BY ELECTRON RETURN OR PROTON-TRANSFER [J].

LAPOUYADE, R ;

VILLENEUVE, P ;

NOURMAMODE, A ;

MORAND, JP .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (10) :776-778

[7] Monodeoxygenation of spiro adamantane-1,2-dioxetanes induced by aminium salt [J].

Lopez, L ;

Farinola, GM ;

Nacci, A ;

Sportelli, S .

TETRAHEDRON, 1998, 54 (24) :6939-6946

[8]

NELSEN SF, 1987, ACCOUNTS CHEM RES, P269

[9] Preparation and structures of crystalline aromatic cation-radical salts. Triethyloxonium hexachloroantimonate as a novel (one-electron) oxidant [J].

Rathore, R ;

Kumar, AS ;

Lindeman, SV ;

Kochi, JK .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (17) :5847-5856

[10] Understanding reactivity patterns of radical cations [J].

Schmittel, M ;

Burghart, A .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (23) :2550-2589

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