Chiral teleinduction in the formation of a macromolecular multistate chiroptical redox switch

被引:73
作者
Gomar-Nadal, E [1 ]
Veciana, J [1 ]
Rovira, C [1 ]
Amabilino, DB [1 ]
机构
[1] CSIC, Inst Ciencia Mat Barcelona, Dept Nanociencia Mol & Mat Organ, ES-08193 Bellaterra, Catalonia, Spain
关键词
D O I
10.1002/adma.200500348
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A multistate chiroptical macromoleular switch based on the redox behavior of tetrathiafulvalene (TTF) units has been prepared from a chiral TTF functionalized with an isocyanide group. Polymerization takes place diastereo-selectively due to an unusually long-range chiral induction, yielding a helical backbone with organized electroactive side groups (see Figure). This organized redox system may lead to applications in molecular devices.
引用
收藏
页码:2095 / +
页数:5
相关论文
共 81 条
[1]   Helical polyacetylene synthesized under chiral nematic liquid crystals [J].
Akagi, K ;
Piao, G ;
Kaneko, S ;
Higuchi, I ;
Shirakawa, H ;
Kyotani, M .
SYNTHETIC METALS, 1999, 102 (1-3) :1406-1409
[2]   Long-range chiral induction in chemical systems with helical organization. Promesogenic monomers in the formation of poly(isocyanide)s and in the organization of liquid crystals [J].
Amabilino, DB ;
Ramos, E ;
Serrano, JL ;
Sierra, T ;
Veciana, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (36) :9126-9134
[3]   Reversible and irreversible conformational changes in poly(isocyanide)s: a remote stereoelectronic effect [J].
Amabilino, DB ;
Serrano, JL ;
Veciana, J .
CHEMICAL COMMUNICATIONS, 2005, (03) :322-324
[4]   Chiral teleinduction in the polymerization of isocyanides [J].
Amabilino, DB ;
Ramos, E ;
Serrano, JL ;
Sierra, T ;
Veciana, J .
POLYMER, 2005, 46 (05) :1507-1521
[5]   Taking chiral induction into the nanometre regime: chiral teleinduction in the synthesis of poly(isocyanide)s [J].
Amabilino, DB ;
Serrano, J ;
Sierra, T ;
Veciana, J .
MENDELEEV COMMUNICATIONS, 2004, 14 (06) :256-257
[6]   Optically active polyalkylthiophenes: synthesis and polymerization of chiral, symmetrically substituted, quinquethiophene monomer [J].
Andreani, F ;
Angiolini, L ;
Grenci, V ;
Salatelli, E .
SYNTHETIC METALS, 2004, 145 (2-3) :221-227
[7]   Electronic absorption spectra of closed and open-shell tetrathiafulvalenes:: the first time-dependent density-functional study [J].
Andreu, R ;
Garín, J ;
Orduna, J .
TETRAHEDRON, 2001, 57 (37) :7883-7892
[8]  
Angiolini L, 2002, CHEM-EUR J, V8, P4241, DOI 10.1002/1521-3765(20020916)8:18<4241::AID-CHEM4241>3.0.CO
[9]  
2-W
[10]   Introduction: Molecular conductors [J].
Batail, P .
CHEMICAL REVIEWS, 2004, 104 (11) :4887-4890