Beilstein J. Org. Chem.2010,6, No. 30, doi:10.3762/bjoc.6.30
; tetradehydrodianthracene; Introduction
The first loop-like (in plane) conjugatedmolecules [1][2] prepared by rational synthesis were reported 13 years ago [3][4][5]. Unlike “normal” cyclic conjugated rings with p orbitals perpendicular to the ring plane such as benzene, the p orbitals of belt-like conjugated structures
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Graphical Abstract
Scheme 1:
Synthesis of 1 and 3. (a) Pyridazine, toluene, reflux, 20 h; (b) NaI, DMF, 65 °C, 15 h.
Beilstein J. Org. Chem.2009,5, No. 73, doi:10.3762/bjoc.5.73
the bisector. Reflections (ii) correspond to a distance which can be rationalised by the separation of two antiparallel thiadiazole rings along the molecular long axis. Reflections (iii) are typical for the π–π distance between conjugatedmolecules. Note that for reflections (i) and (iii) the
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Graphical Abstract
Figure 1:
Uniaxial nematic (left) and biaxial nematic (right) phases and their corresponding indicatrices.