Synthesis of poly-ferrocene heterocycles by cycloaddition of mono- or bis(ferrocenecarbonyl)acetylenes and bis[1,2]dithiolo[1,4]thiazinethiones

被引:30
作者
Barriga, S
Marcos, CF
Riant, O
Torroba, T [1 ]
机构
[1] Univ Burgos, Fac Ciencias, Dept Quim, Burgos 09001, Spain
[2] Univ Extremadura, Fac Vet, Dept Quim Organ, Caceres 10071, Spain
[3] Univ Catholique Louvain, Dept Chim, B-1348 Louvain, Belgium
关键词
ferrocene; heterocycle; dithiole; thiazine; extended TTF; cyclic voltammetry;
D O I
10.1016/S0040-4020(02)01295-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cycloaddition of a bis[1,2]dithiolo[1,4]thiazine ketothione and mono- or bis(ferrocenecarbonyl)acetylenes under catalysis by scandium triflate gave mono- and bis-ferrocenecarbonyl-1,3-dithiolylidene[1,2]dithiolo[1,4]thiazines. Cycloaddition of a bis-dithiolothiazine dithione and bis-ferrocenylbutynedione gave 3,5-di(bis-ferrocenecarbonyl-1,3-dithiolylidene)[1,4]thiazine, a structure related to extended tetrathiafulvalenes. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9785 / 9792
页数:8
相关论文
共 99 条
  • [91] Ferrocene-modified bis(spiropyridopyran)s as synthetic signaling receptors for guanine-guanine dinucleoside derivatives
    Takase, M
    Inouye, M
    [J]. CHEMICAL COMMUNICATIONS, 2001, (23) : 2432 - 2433
  • [92] Thomas KRJ, 2001, J ORGANOMET CHEM, V637, P139
  • [93] Togni A., 1995, FERROCENES HOMOGENEO
  • [94] Recent developments in the redox-switched binding of organic compounds
    Tucker, JHR
    Collinson, SR
    [J]. CHEMICAL SOCIETY REVIEWS, 2002, 31 (03) : 147 - 156
  • [95] Synthesis, structures and electrochemistry of bis(alkynylferrocene) complexes with fluorene spacers
    Wong, WY
    Lu, GL
    Ng, KF
    Wong, CK
    Choi, KH
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 637 : 159 - 166
  • [96] Highly regio- and enantioselective Pd-catalyzed allylic alkylation and amination of monosubstituted allylic acetates with novel ferrocene P,N-ligands
    You, SL
    Zhu, XZ
    Luo, YM
    Hou, XL
    Dai, LX
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (30) : 7471 - 7472
  • [97] Electronic detection of single-base mismatches in DNA with ferrocene-modified probes
    Yu, CJ
    Wan, YJ
    Yowanto, H
    Li, J
    Tao, CL
    James, MD
    Tan, CL
    Blackburn, GF
    Meade, TJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (45) : 11155 - 11161
  • [98] Zürcher S, 1999, HELV CHIM ACTA, V82, P1324, DOI 10.1002/(SICI)1522-2675(19990908)82:9<1324::AID-HLCA1324>3.0.CO
  • [99] 2-F