Synthesis, Structures, and Properties of BN-Dinaphthothiophenes : Influence of B and N Placement on Photophysical Properties and Aromaticity

Substitution of the C═C functionality with the isosteric and isoelectronic B-N moiety has emerged as a powerful way to expand the family of polycyclic aromatic hydrocarbons. In this paper, two types of BN-dinaphthothiophene (BN-DNT) derivatives with different B and N substitution patterns were synthesized in short steps from commercially available materials. X-ray crystallographic analysis revealed that BN-DNT 1 and 2 had rigid and planar frameworks. Their photophysical properties and the aromaticity of the BN rings of the BN-DNTs were slightly dependent on the B and N substitution patterns. However, their response toward fluoride anions was greatly dependent on the B and N substitution patterns.

Medienart:

E-Artikel

Erscheinungsjahr:

2020

Erschienen:

2020

Enthalten in:

Zur Gesamtaufnahme - volume:85

Enthalten in:

The Journal of organic chemistry - 85(2020), 12 vom: 19. Juni, Seite 7877-7883

Sprache:

Englisch

Beteiligte Personen:

Zhang, Qian [VerfasserIn]
Sun, Zhe [VerfasserIn]
Zhang, Lei [VerfasserIn]
Li, Mengyuan [VerfasserIn]
Zi, Lingjian [VerfasserIn]
Liu, Zongyu [VerfasserIn]
Zhen, Bin [VerfasserIn]
Sun, Wenfang [VerfasserIn]
Liu, Xuguang [VerfasserIn]

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Date Revised 22.06.2020

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1021/acs.joc.0c00541

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM309915422