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Synthesis of aromatic substituted B ← N embedded units with good stability and strong electron-affinity

Author:
Li, Yuqing, Pang, Bo, Meng, Huifeng, Xiang, Ying, Li, Yongchun, Huang, Jianhua
Source:
Tetrahedron letters 2019
ISSN:
0040-4039
Subject:
boron, chemical reactions, chemical structure, dissociation, fluorescence, semiconductors, thiophene
Abstract:
Two chemically stable B ← N embedded units were synthesized, namely, BNIDT-Ph and BNIDT-Th, with aromatic phenyl (Ph) or thiophene (Th) groups, respectively, attached to the four coordination boron (B) atom. Single crystal data revealed that BNIDT-Ph and BNIDT-Th show obvious π-π interactions (3.83 vs. 3.79 Å) and B ← N dipole-dipole interactions (6.51 vs. 6.67 Å). BNIDT-Ph and BNIDT-Th exhibit strong electronic affinities of 3.70 and 3.81 eV, respectively. Fluorescence quenching was found between PBDB-T and the B ← N embedded molecules in solution, indicating exciton dissociation. These B ← N embedded molecules are potentially useful to further construct novel n-type semiconductors.
Agid:
6729765