Beilstein J. Org. Chem.2009,5, No. 55, doi:10.3762/bjoc.5.55
[1,2-b:4,3-b′]dithiophene; McMurry reaction; preparation; Introduction
With considerable environmental stability and flexibility in synthesis, π-extended heteroarenes containing thiophene rings within an polyaromatic ring system are currently of great interest because they can potentially be used to
fabricate organic field-effect transistors (OFETs) [1][2][3][4][5][6][7], light emitting diodes (LEDs) [8][9], and photovoltaic cells [10]. Various novel π-extended heteroarenes, e.g. dibenzo[d,d′]thieno[3,2-b:4,5-b′]dithiophene [11], pentathienoacene [12], and benzo[1,2-b:4,5-b′]bis[b]benzothiophene [13
slow evaporation of a solution of 1 in CHCl3/CH3OH (5/1, v/v). The crystal structure of 1 was confirmed by single-crystal X-ray analysis (Figure 2 and Figure 3). 1 has non-planar π-extended frameworks, and its molecule is compressed and dominated by a helical structure (Figure 2). The distance between
Beilstein J. Org. Chem.2009,5, No. 6, doi:10.3762/bjoc.5.6
Abstract A number of new ferrocene-π-extended-dithiafulvalenes were successfully synthesized as new electron donor compounds. The chemical structures and electrochemical behaviors of these compounds were investigated using several spectroscopic methods. The synthesis of these compounds was achieved using
)ferrocenes 8, 10 and 11 exhibited two and three oxidation waves associated with two reduction waves.
Keywords: cyclic voltammetry; charge-transfer (CT) complexes; diacylferrocenes; electrochemical properties; ferrocene-π-extended-dithiafulvalenes [bis(1,3-DTF)Fc’s]; organic conductors; Introduction
was extensively recognized [6][7]. For instance, π-extended-dithiafulvalenes have been successfully used as multi-electron donor moieties with high electrical conductivities in the preparation of new charge transfer (CT) complexes [8][9]. However, a number of modifications of the TTF framework have