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
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
收藏
页码:9915 / 9922
页数:8
相关论文
共 50 条
  • [21] Preparation, structure and properties of novel 1,3-dithiol-2-ylidene derivatives containing bis(ethynylpyridine) units
    Kumagai, T
    Tomura, M
    Nishida, J
    Yamashita, Y
    TETRAHEDRON LETTERS, 2003, 44 (36) : 6845 - 6848
  • [22] (5E)-2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-5-(4-iodo-1,3-dithiol-2-ylidene)-1,3-dithiolan-4-one
    Ueda, Kazumasa
    Yoza, Kenji
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O2920 - U2357
  • [23] 2-N-IMIDAZOLYL-1,3-INDANEDIONE AND 2-N-PYRAZOLYL-1,3-INDANEDIONE
    NEILAND, OY
    RAISKUMA, IK
    KAMPARE, RB
    KAMPAR, VE
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1982, (08): : 1082 - 1085
  • [24] DESIGN, SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF NOVEL 1,3-INDANEDIONE DERIVATIVES
    Rani, S. Sandhya
    Shivaraj
    Subhashini
    INDO AMERICAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2018, 5 (03): : 1969 - 1979
  • [25] ELECTROREDUCTION OF ENOLATE ANIONS OF 2-ACETYL-1,3-INDANEDIONE AND 2-BENZOYL-1,3-INDANEDIONE
    ZACHAROV.
    PERJESSY, A
    ZELENSKY, I
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1971, 36 (07) : 2712 - +
  • [26] Bis(1,3-dithiol-2-ylidene)-Substituted Subtriazachlorin: A Subphthalocyanine Analogue with Redox Properties
    Wang, Yemei
    Mori, Shigeki
    Furuta, Hiroyuki
    Shimizu, Soji
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (32) : 10975 - 10979
  • [27] Novel 4-(3-Bromo-2-hydroxy-5-methylphenyl)-1,3-Dithiol-2-ylidene Derivatives
    Gorodea, Ioana Aurelia
    Sandu, Ion
    Sarbu, Laura Gabriela
    REVISTA DE CHIMIE, 2017, 68 (09): : 1988 - 1991
  • [28] REACTIONS OF 2-(1-NAPHTHYL)-1,3-INDANEDIONE AND 2-(4-NITRO-1-NAPHTHYL)-1,3-INDANEDIONE ANIONS WITH SUBSTITUTED BENZYL BROMIDES
    HRNCIAR, P
    KOLACAN, A
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1976, 41 (10) : 2911 - 2918
  • [29] SPECTRAL AND STRUCTURAL PECULIARITIES OF DERIVATIVES OF 1,3-INDANEDIONE WITH INTRAMOLECULAR CHARGE TRANSFERS
    MAGOMEDOVA, NS
    SHIFRINA, RR
    BELSKII, VK
    ZHURNAL FIZICHESKOI KHIMII, 1985, 59 (02): : 365 - 370
  • [30] Progress in Multicomponent Reactions Involving 1,3-Indanedione
    Sun, Jing
    Cao, Jun
    Han, Ying
    Yan, Chao-Guo
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (12) : 4122 - 4146