1,3-dithiol-2-ylidene derivatives of 1,3-indanedione

被引：5

作者：

Bryce, MR ^{[1
]}

Coffin, MA ^{[1
]}

Moore, AJ ^{[1
]}

Batsanov, AS ^{[1
]}

Howard, JAK ^{[1
]}

机构：

[1] Univ Durham, Dept Chem, Durham DH1 3LE, England

来源：

TETRAHEDRON | 1999年 / 55卷 / 32期

基金：

英国工程与自然科学研究理事会;

关键词：

dithioles; electron donors; complexes; X-ray crystal structure;

D O I：

10.1016/S0040-4020(99)00530-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis is described of a series of mono-, bis-, and tris(1,3-dithiol-2-ylidene) derivatives 7, 9 and 10 starting from 1,3-indanedione. Cyclic voltammetric data establish that the pi-electron donor ability of these molecules increases in the sequence 7 < 9 < 10, which is consistent with stabilisation of the cationic species by the presence of additional 1,3-dithiole units. The X-ray crystal structure of a complex (7a)(2). TCNQ is reported. Short intramolecular S ... O contacts are observed within moiety 7a. The mean planes of 7a and TCNQ are almost parallel forming planar layers within which ribbons of TCNQ molecules are intercalated by double ribbons of molecule 7a all stretched along the x direction. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：9915 / 9922

页数：8

共 50 条

[11] STUDIES ON HETEROCYCLIC CATION SYSTEMS .7. PHYSICOCHEMICAL PROPERTIES OF 1,3-DITHIOL-2-YLIDENE AND 1,3-OXATHIOL-2-YLIDENE DERIVATIVES
HIRAI, K
SUGIMOTO, H
CHEMICAL & PHARMACEUTICAL BULLETIN, 1973, 21 (10) : 2224 - 2230
[12] The interplay of inverted redox potentials and aromaticity in the oxidized states of new π-electron donors:: 9-(1,3-dithiol-2-ylidene)fluorene and 9-(1,3-dithiol-2-ylidene)thioxanthene derivatives
Amriou, S
Wang, CS
Batsanov, AS
Bryce, MR
Perepichka, DF
Ortí, E
Viruela, R
Vidal-Gancedo, J
Rovira, C
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (12) : 3389 - 3400
[13] Synthesis and nitrosation reactions of π-extended 1,3-dithiol-2-ylidene systems
Bryce, MR
Chalton, MA
Chesney, A
Catterick, D
Yao, JW
Howard, JAK
TETRAHEDRON, 1998, 54 (15) : 3919 - 3928
[14] 2,5-Bis(1,3-dithiol-2-ylidene)-1,3-dithiolane-4-thione
Ueda, Kazumasa
Suzuki, Kenta
Kunimoto, Kei
Yoza, Kenji
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2012, 68 : O52 - +
[15] Synthesis of 4-(2-Hydroxy-5-methylphenyl)-1,3-Dithiol-2-ylidene Derivatives
Lungu, Catalin Neculai
Asaftei, Iuliean Vasile
Sandu, Ion
Chirita, Paul
Bahrin, Lucian Gabriel
REVISTA DE CHIMIE, 2019, 70 (05): : 1558 - 1560
[16] Electron donors for organic conductors. Alkylenedithio derivatives of 1,3-bis(1,3-dithiol-2-ylidene)-1,3-dihydrobenzo[c]selenophene
Takahashi, K
Ise, T
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1997, 120 : 415 - 416
[17] 1,3-Indanedione: An versatile building block
Yan, Chaoguo
GREEN SYNTHESIS AND CATALYSIS, 2023, 4 (02): : 78 - 88
[18] PREPARATION AND PROPERTIES OF NOVEL POLYTHIOPHENES CONTAINING 1,3-DITHIOL-2-YLIDENE MOIETIES
KOZAKI, M
TANAKA, S
YAMASHITA, Y
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (02): : 442 - 450
[19] Synthesis and properties of TTF vinylogues fused with the 1,3-dithiol-2-ylidene moiety
Misaki, Y.
Kochi, T.
Yamabe, T.
Synthetic Metals, 1999, 102 (1 -3 pt 2): : 1673 - 1674
[20] Synthesis and properties of TTF vinylogues fused with the 1,3-dithiol-2-ylidene moiety
Misaki, Y
Kochi, T
Yamabe, T
SYNTHETIC METALS, 1999, 102 (1-3) : 1673 - 1674

← 1 2 3 4 5 →