Recent development of organic conductors containing selenium atoms: New synthetic methods, electron donors, and conductors

被引:2
作者
Takimiya, K [1 ]
Otsubo, T [1 ]
Aso, Y [1 ]
机构
[1] Hiroshima Univ, Grad Sch Engn, Dept Appl Chem, Hiroshima 7398527, Japan
关键词
organic conductor; organic superconductor; electron donor; tetrathiafulvalene; tetraselenafulvalene; 1,3-diselenole-2-selone; chalcogen-containing heterocycle;
D O I
10.5059/yukigoseikyokaishi.62.150
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The recent development of selenium-containing tetrathiafulvalene (TTF)-type electron donors is described, in terms of the synthetic chemistry and thus developed new electron donors and (super) conductors. Introduction of two breakthrough reactions, the one-pot preparation of 1, 3-dichalcogenole-2-chalcogenones from terminal alkynes and the formation of heterocyclic rings via transalkylation on a chalcogen atom, has made it possible, in combination with conventional trialkyl phosphite-promoted coupling reaction, to synthesize various selenium-containing TTF-type electron donors. In particular, the synthetic method is very useful for the synthesis of various tetraselenafulvalene (TSF) derivatives so far inaccessible. Such new electron donors include methylenedithiotetraselenafulvalene (MDT-TSF) and methylenedithiodiselenadithiafulvalene (MDT-ST), both of which produce a series of unique organic superconductors with T-c = 3.2-5.5 K.
引用
收藏
页码:150 / 161
页数:12
相关论文
共 80 条
[1]   ELECTRICAL CONDUCTIVITY OF THE PERYLENE-BROMINE COMPLEX [J].
AKAMATU, H ;
INOKUCHI, H ;
MATSUNAGA, Y .
NATURE, 1954, 173 (4395) :168-169
[2]   Synthesis and properties of selenium containing TTM-TTP conductors [J].
Ashizawa, M ;
Nii, H ;
Kawamoto, T ;
Mori, T ;
Misaki, Y ;
Tanaka, K ;
Takimiya, K ;
Otsubo, T .
SYNTHETIC METALS, 2003, 135 (1-3) :627-628
[3]   Synthesis and structures of neutral crystals and charge-transfer salts of selenium containing TMET-TTP derivatives [J].
Ashizawa, M ;
Nii, H ;
Mori, T ;
Misaki, Y ;
Tanaka, K ;
Takimiya, K ;
Otsubo, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2003, 76 (11) :2091-2097
[4]   Alkylene- or alkylenedithio-linked dimeric tetraselenafulvalenes [J].
Aso, Y ;
Kageyama, T ;
Kawashima, M ;
Morikami, A ;
Oharuda, A ;
Takimiya, K ;
Otsubo, T .
SYNTHETIC METALS, 1999, 102 (1-3) :1605-1606
[5]   Preparation and chemistry of new unsymmetrically substituted tetrachalcogenofulvalenes bearing CN(CH2)(2)X and HO(CH2)(2)X groups (X=S or Se) [J].
Binet, L ;
Fabre, JM ;
Montginoul, C ;
Simonsen, KB ;
Becher, J .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (08) :783-788
[6]   ORGANOTELLURIUMS .3. PREPARATION OF ALKYL-HALIDES VIA ORGANOTELLURIUMS [J].
CHIKAMATSU, K ;
OTSUBO, T ;
OGURA, F ;
YAMAGUCHI, H .
CHEMISTRY LETTERS, 1982, (07) :1081-1084
[7]   SUPERCONDUCTING FLUCTUATIONS AND PEIERLS INSTABILITY IN AN ORGANIC SOLID [J].
COLEMAN, LB ;
COHEN, MJ ;
SANDMAN, DJ ;
YAMAGISH.FG ;
GARITO, AF ;
HEEGER, AJ .
SOLID STATE COMMUNICATIONS, 1973, 12 (11) :1125-1132
[8]   STRUCTURAL AND ELECTRONIC-PROPERTIES OF TSF-TCNQ, TSEF-TCNQ,TTEF-TCNQ [J].
COWAN, DO ;
MAYS, MD ;
KISTENMACHER, TJ ;
POEHLER, TO ;
BENO, MA ;
KINI, AM ;
WILLIAMS, JM ;
KWOK, YK ;
CARLSON, KD ;
XIAO, L ;
NOVOA, JJ ;
WHANGBO, MH .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1990, 181 :43-58
[9]   STRUCTURE CONTROL IN ORGANIC METALS - SYNTHESIS OF TETRASELENOFULVALENE AND ITS CHARGE-TRANSFER SALT WITH TETRACYANO-PARA-QUINODIMETHANE [J].
ENGLER, EM ;
PATEL, VV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (23) :7376-7378
[10]   SYNTHESIS OF CIS-DISELENADITHIAFULVALENE AND TRANS-DISELENADITHIAFULVALENE AND ITS HIGHLY CONDUCTING CHARGE-TRANSFER SALT WITH TETRACYANO-PARA-QUINODIMETHANE [J].
ENGLER, EM ;
PATEL, VV .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (16) :671-672