New soluble bis[nona-, octa-, and pentamethylferrocenes] as ''molecular wires'' with a metal-to-metal distance of up to 40 angstrom

被引:106
作者
Hradsky, A
Bildstein, B
Schuler, N
Schottenberger, H
Jaitner, P
Ongania, KH
Wurst, K
Launay, JP
机构
[1] UNIV INNSBRUCK, INST ALLGEMEINE ANORGAN & THEORET CHEM, A-6020 INNSBRUCK, AUSTRIA
[2] UNIV INNSBRUCK, INST ORGAN CHEM, A-6020 INNSBRUCK, AUSTRIA
[3] CNRS, CTR ELABORAT MAT & ETUD STRUCT, GRP MOL ELECT, F-31055 TOULOUSE, FRANCE
关键词
D O I
10.1021/om960676w
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Methylated ferrocenes are useful building blocks for navel materials in molecular electronics with advantageous properties in comparison to normal ferrocene derivatives. The presence of nine, eight, or five methyl substituents leads to (i) a decrease in oxidation potential, (ii) amplified donor capacity with correspondingly increased stability of the ferrocenium salts, and, most significantly, (iii) increased solubility. A modular synthetic approach based on standard Wittig chemistry affords pi-conjugated soluble nona-, octa-, and pentamethylated biferrocenes, bridged by up to five vinylene-phenylene subunits. These biferrocenes with spacers are ''molecular wires'' with a metal-to-metal distance of up to 40 Angstrom and an effective conjugation pathway of up to 50 Angstrom.
引用
收藏
页码:392 / 402
页数:11
相关论文
共 68 条
  • [1] A NEW STEROSELECTIVE APPROACH TO CHIRAL FERROCENYL LIGANDS FOR ASYMMETRIC CATALYSIS
    ABBENHUIS, HCL
    BURCKHARDT, U
    GRAMLICH, V
    TOGNI, A
    ALBINATI, A
    MULLER, B
    [J]. ORGANOMETALLICS, 1994, 13 (11) : 4481 - 4493
  • [2] AN IMPROVED SYNTHESIS OF FERROCENE-1,1'-DICARBALDEHYDE
    BALAVOINE, GGA
    DOISNEAU, G
    FILLEBEENKHAN, T
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1991, 412 (03) : 381 - 382
  • [3] Synthesis of new [1(4)]metallocenophanes
    Barlow, S
    OHare, D
    [J]. ORGANOMETALLICS, 1996, 15 (18) : 3885 - 3890
  • [4] SYNTHESIS AND CHARACTERIZATION OF TRIMETALLOCENES AND TRIMETALLOCENIUM SALTS
    BARLOW, S
    MURPHY, VJ
    EVANS, JSO
    OHARE, D
    [J]. ORGANOMETALLICS, 1995, 14 (07) : 3461 - 3474
  • [5] OXYGEN-STABLE FERROCENE REFERENCE ELECTRODES
    BASHKIN, JK
    KINLEN, PJ
    [J]. INORGANIC CHEMISTRY, 1990, 29 (22) : 4507 - 4509
  • [6] BETSCHART C, 1989, CHIMIA, V43, P39
  • [7] TETRAFERROCENYLETHYLENE, A CHIRAL, ORGANOMETALLIC PROPELLER - SYNTHESIS, STRUCTURE, AND ELECTROCHEMISTRY
    BILDSTEIN, B
    DENIFL, P
    WURST, K
    ANDRE, M
    BAUMGARTEN, M
    FRIEDRICH, J
    ELLMERERMULLER, E
    [J]. ORGANOMETALLICS, 1995, 14 (09) : 4334 - 4342
  • [8] OXIDATION-STATE AND ELECTRON-TRANSFER PROPERTIES OF MIXED-VALENCE 1,1'-POLYFERROCENE IONS
    BROWN, GM
    MEYER, TJ
    COWAN, DO
    LEVANDA, C
    KAUFMAN, F
    ROLING, PV
    RAUSCH, MD
    [J]. INORGANIC CHEMISTRY, 1975, 14 (03) : 506 - 511
  • [9] SYNTHESES OF PARA-PHENYLENE-BRIDGED AND PARA-BIPHENYLENE-BRIDGED METHYLATED BINUCLEAR FERROCENES
    BUNEL, EE
    CAMPOS, P
    RUZ, J
    VALLE, L
    CHADWICK, I
    ANA, MS
    GONZALEZ, G
    MANRIQUEZ, JM
    [J]. ORGANOMETALLICS, 1988, 7 (02) : 474 - 476
  • [10] MOLECULAR 2ND-ORDER OPTICAL NONLINEARITIES OF METALLOCENES
    CALABRESE, JC
    CHENG, LT
    GREEN, JC
    MARDER, SR
    TAM, W
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) : 7227 - 7232