A novel route towards formylated 1,3-dithiole-2-thiones via an unprecedented allylic 1,4-diol rearrangement

被引：6

作者：

Khan, T

Skabara, PJ

Coles, SJ

Hursthouse, MB

机构：

[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England

[2] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England

来源：

CHEMICAL COMMUNICATIONS | 2001年 / 04期

关键词：

D O I：

10.1039/b009550h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In the presence of perchloric acid, an unusual 1,4-aryl shift is observed for two electron-rich 4,5-bis[hydroxy(aryl)methyl]-1,3-dithiole-2-thiones; the X-ray crystal structure of compound 8 confirms the structural identity of the rearrangement product.

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收藏

页码：369 / 370

页数：2

相关论文

共 17 条

[1] THE SYNTHESIS OF 4,4'(5')-DIFORMYLTETRATHIAFULVALENE [J].

ANDREU, R ;

GARIN, J ;

ORDUNA, J ;

SAVIRON, M ;

COUSSEAU, J ;

GORGUES, A ;

MORISSON, V ;

NOZDRYN, T ;

BECHER, J ;

CLAUSEN, RP ;

BRYCE, MR ;

SKABARA, PJ ;

DEHAEN, W .

TETRAHEDRON LETTERS, 1994, 35 (49) :9243-9246

[2] AN EMPIRICAL CORRECTION FOR ABSORPTION ANISOTROPY [J].

BLESSING, RH .

ACTA CRYSTALLOGRAPHICA SECTION A, 1995, 51 :33-38

[3]

BRYCE MR, 1994, ANGEW CHEM INT EDIT, V33, P1761, DOI 10.1002/anie.199417611

[4] RECENT PROGRESS ON CONDUCTING ORGANIC CHARGE-TRANSFER SALTS [J].

BRYCE, MR .

CHEMICAL SOCIETY REVIEWS, 1991, 20 (03) :355-390

[5] CURRENT TRENDS IN TETRATHIAFULVALENE CHEMISTRY - TOWARDS INCREASED DIMENSIONALITY [J].

BRYCE, MR .

JOURNAL OF MATERIALS CHEMISTRY, 1995, 5 (10) :1481-1496

[6] On the structure of phenonium ions:: The important role of back-bonding interaction in carbocation chemistry [J].

del Río, E ;

Menéndez, MI ;

López, R ;

Sordo, TL .

JOURNAL OF PHYSICAL CHEMISTRY A, 2000, 104 (23) :5568-5571

[7]

HSU SY, 1988, SYNTHETIC MET, V27, pB651, DOI 10.1016/0379-6779(88)90213-5

[8] New synthesis of 2-[1,3-dithiol-2-ylidene]-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiins with formyl group on fused benzene, [1,4]dithiin, or thiophene ring [J].

Ishikawa, Y ;

Miyamoto, T ;

Yoshida, A ;

Kawada, Y ;

Nakazaki, J ;

Izuoka, A ;

Sugawara, T .

TETRAHEDRON LETTERS, 1999, 40 (50) :8819-8822

[9] SEQUENTIAL REARRANGEMENTS VIA BRIDGED CARBOCATIONS [J].

KIRMSE, W ;

GUNTHER, BR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (11) :3619-3620

[10] Processing of X-ray diffraction data collected in oscillation mode [J].

Otwinowski, Z ;

Minor, W .

MACROMOLECULAR CRYSTALLOGRAPHY, PT A, 1997, 276 :307-326