Selective thionation of naphtho[2,3-: B] thiophene diimide: Tuning of the optoelectronic properties and packing structure

Wangqiao Chen, Masahiro Nakano, Kazuo Takimiya, Qichun Zhang

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

Naphtho[2,3-b]thiophene diimide (NTI) was found to be selectively thionated to afford naphtho[2,3-b]thiophene-4,9-dicarboxy-5,8-dithiocarboxydiimide (NTI-2S). By elucidating its electrochemical, optical, and structural properties, the effects of thionation on the molecular electronic structure and crystal structure were discussed. Although thionation can greatly lower the LUMO energy level and enhance the intermolecular interaction in the solid state, its chemical lability is a drawback as an organic semiconducting material.

Original languageEnglish
Pages (from-to)704-710
Number of pages7
JournalOrganic Chemistry Frontiers
Volume4
Issue number5
DOIs
Publication statusPublished - 2017 May
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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