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10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole

Catalog Number ACM109005109-2
CAS 109005-10-9
Synonyms 10,15-Dihydro-5H-5,10,15-triazadiindeno[1,2-a:1',2'-c]fluorene
IUPAC Name 9,18,27-triazaheptacyclo[18.7.0.02,10.03,8.011,19.012,17.021,26]heptacosa-1(20),2(10),3,5,7,11(19),12,14,16,21,23,25-dodecaene
Molecular Weight 345.39
Molecular Formula C24H15N3
Canonical SMILES C1=CC=C2C(=C1)C3=C(N2)C4=C(C5=C3NC6=CC=CC=C65)NC7=CC=CC=C74
InChI InChI=1S/C24H15N3/c1-4-10-16-13(7-1)19-22(25-16)20-15-9-3-6-12-18(15)27-24(20)21-14-8-2-5-11-17(14)26-23(19)21/h1-12,25-27H
InChI Key IQRFZFGTHZJRFV-UHFFFAOYSA-N
Appearance Soild
Application 10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole, commonly referred to as triazacycloheptene (TAT), serves as a crucial component in organic semiconductor technologies. Its unique structure, formed by fusing three indoles in orthogonal positions to a single benzene ring, creates a planar, C3 symmetric π-extended conjugated system. This configuration endows TAT with excellent electron-carrying capabilities, often utilized as an electron transport element in complex molecular arrangements. The triazatriene framework, characterized by an indole cyclic trimer with a non-localized π-system, leads to strong π-π stacking capabilities and a tendency to form columnar supramolecular assemblies. Consequently, TAT-based organic semiconductors exhibit high hole mobility, making them ideal for use as hole transport layers in advanced electronic applications.
Complexity 505
Covalently-Bonded Unit Count 1
Exact Mass 345.126598g/mol
Formal Charge 0
Heavy Atom Count 27
Monoisotopic Mass 345.126598g/mol
Rotatable Bond Count 0

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