The Marriage of Carborane with Chalcogen Atoms: Nonconjugation, σ-πConjugation, and Intramolecular Charge Transfer

Xiaodong Yang; Bingjie Zhang; Sikun Zhang; Guoping Li; Letian Xu; Zhijun Wang; Pengfei Li; Yanfeng Zhang; Zishun Liu; Gang He

doi:10.1021/acs.orglett.9b03047

The Marriage of Carborane with Chalcogen Atoms: Nonconjugation, σ-πConjugation, and Intramolecular Charge Transfer

Xiaodong Yang
, Bingjie Zhang
, Sikun Zhang
, Guoping Li
, Letian Xu
, Zhijun Wang
, Pengfei Li
, Yanfeng Zhang
, Zishun Liu
, Gang He^*

^*此作品的通讯作者

Frontier Institute of Science and Technology
Xi'an Jiaotong University
School of Aerospace Engineering

科研成果: 期刊稿件 › 文章 › 同行评审

27 引用（Scopus）

摘要

A series of chalcogen-containing carborane derivatives were synthesized through a one-pot reaction. The nonconjugated six-membered ring of carborane-fused disulfide (1) can be electrochemically reduced to a dithiolate derivative. The five-membered ring of carborane-fused chalcogenophenes (2-4) showed aromaticity and considerable σ-πconjugation. The dicarborane chalcogenides (5-7) showed intramolecular charge-transfer-induced emission. These chalcogen-containing carborane derivatives provided a useful platform to study the electron interaction systematically and shed some light on the design of carborane-based optoelectronic materials.

源语言	英语
页（从-至）	8285-8289
页数	5
期刊	Organic Letters
卷	21
期	20
DOI	https://doi.org/10.1021/acs.orglett.9b03047
出版状态	已出版 - 18 10月 2019
已对外发布	是

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title = "The Marriage of Carborane with Chalcogen Atoms: Nonconjugation, σ-πConjugation, and Intramolecular Charge Transfer",

abstract = "A series of chalcogen-containing carborane derivatives were synthesized through a one-pot reaction. The nonconjugated six-membered ring of carborane-fused disulfide (1) can be electrochemically reduced to a dithiolate derivative. The five-membered ring of carborane-fused chalcogenophenes (2-4) showed aromaticity and considerable σ-πconjugation. The dicarborane chalcogenides (5-7) showed intramolecular charge-transfer-induced emission. These chalcogen-containing carborane derivatives provided a useful platform to study the electron interaction systematically and shed some light on the design of carborane-based optoelectronic materials.",

author = "Xiaodong Yang and Bingjie Zhang and Sikun Zhang and Guoping Li and Letian Xu and Zhijun Wang and Pengfei Li and Yanfeng Zhang and Zishun Liu and Gang He",

note = "Publisher Copyright: Copyright {\textcopyright} 2019 American Chemical Society.",

year = "2019",

month = oct,

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doi = "10.1021/acs.orglett.9b03047",

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T2 - Nonconjugation, σ-πConjugation, and Intramolecular Charge Transfer

AU - Yang, Xiaodong

AU - Zhang, Bingjie

AU - Zhang, Sikun

AU - Li, Guoping

AU - Xu, Letian

AU - Wang, Zhijun

AU - Li, Pengfei

AU - Zhang, Yanfeng

AU - Liu, Zishun

AU - He, Gang

PY - 2019/10/18

Y1 - 2019/10/18

N2 - A series of chalcogen-containing carborane derivatives were synthesized through a one-pot reaction. The nonconjugated six-membered ring of carborane-fused disulfide (1) can be electrochemically reduced to a dithiolate derivative. The five-membered ring of carborane-fused chalcogenophenes (2-4) showed aromaticity and considerable σ-πconjugation. The dicarborane chalcogenides (5-7) showed intramolecular charge-transfer-induced emission. These chalcogen-containing carborane derivatives provided a useful platform to study the electron interaction systematically and shed some light on the design of carborane-based optoelectronic materials.

AB - A series of chalcogen-containing carborane derivatives were synthesized through a one-pot reaction. The nonconjugated six-membered ring of carborane-fused disulfide (1) can be electrochemically reduced to a dithiolate derivative. The five-membered ring of carborane-fused chalcogenophenes (2-4) showed aromaticity and considerable σ-πconjugation. The dicarborane chalcogenides (5-7) showed intramolecular charge-transfer-induced emission. These chalcogen-containing carborane derivatives provided a useful platform to study the electron interaction systematically and shed some light on the design of carborane-based optoelectronic materials.

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DO - 10.1021/acs.orglett.9b03047

M3 - 文章

C2 - 31553197

AN - SCOPUS:85073196339

SN - 1523-7060

VL - 21

SP - 8285

EP - 8289

JO - Organic Letters

JF - Organic Letters

IS - 20

ER -

The Marriage of Carborane with Chalcogen Atoms: Nonconjugation, σ-πConjugation, and Intramolecular Charge Transfer

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