Let’s face it, organic chemistry can seem difficult to learn, SDS of cas: 131707-25-0, Especially from a beginner’s point of view. Like 131707-25-0, Name is Arbidol, molecular formula is indole-building-block, belongs to indole-building-block compound. In a document, author is Buehlmeyer, Andrea, introducing its new discovery.
Fischer indole reaction of Weiss diketone with 4-bromophenylhydrazine provided the 2,8-dibromo-hexahydropentaleno[2,1-b:5,4-b’]diindole key intermediate, which was converted to the target compounds by N-protection/Suzuki cross-coupling. Variation of protecting groups, mesogenic units, and their alkoxy substitution gave calamitic diindole mesogens. Both N-protection and alkoxy chain influenced the mesomorphic properties of phenyl diindoles. Among the differently N-protected derivatives only ethylcarbamate-protected ones formed enantiotropic mesophases. Mesophase range and type were controlled by the chain lengths: chains <= C12 gave nematic (N) phases, diindoles with side chains >= C14 formed additional lower temperature smectic (SmA) phases. Irrespective of the chain lengths 4 ‘-alkyloxybiphenyl diindoles formed N and SmA phases upon first heating but tended to decomposition below their clearing points. X-ray crystal structure analysis of bis(4 ‘-decyloxy)biphenyl diindole reveals that in the solid-state the folding angle of the hydropentalene core caused an almost perpendicular orientation of the two indole/biphenyl parts with respect to each other.
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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
,Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles