中国化学快报(英文版)2024,Vol.35Issue(1) :348-351.DOI:10.1016/j.cclet.2023.108325

Dimesitylboryl-ended oligothiophene with tetrazine as core:Synthesis,structure and Diels-Alder reactivity

Shimin Zhou Yang Liu Yuyin Hao Zhiqiang Liu Xiaoqiang Yu
中国化学快报(英文版)2024,Vol.35Issue(1) :348-351.DOI:10.1016/j.cclet.2023.108325

Dimesitylboryl-ended oligothiophene with tetrazine as core:Synthesis,structure and Diels-Alder reactivity

Shimin Zhou 1Yang Liu 1Yuyin Hao 1Zhiqiang Liu 1Xiaoqiang Yu2
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作者信息

  • 1. State Key Laboratory of Crystal Materials,Shandong University,Ji'nan 250100,China;Shenzhen Research Institute of Shandong University,Shenzhen 518057,China
  • 2. State Key Laboratory of Crystal Materials,Shandong University,Ji'nan 250100,China
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Abstract

A dimesitylboryl-ended oligothiophene with tetrazine as core(BTz)was synthesized and its reactivity and spectral changes toward trans-cyclooctene((4E)-TCO-OH),cis-cyclooctene and bicyclo[6.1.0]non-4-yn-9-ylmethanol were comprehensively studied.The fluorescence intensity of BTz was enhanced up to more than 100 times upon bioorthogonal reaction with(4E)-TCO-OH.In addition,the first crystal structure of isolated product of tetrazine derivative with cyclooctene was determined,which clearly confirmed a dehydrogenation occurred after Diels-Alder reaction under ambient conditions.

Key words

Tetrazine ligation/Bioorthogonal reaction/Crystal structure/Fluorescence/Quadrupolar hybrid-oligothiophene

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基金项目

国家自然科学基金(52150222)

国家自然科学基金(21672130)

国家自然科学基金(52073163)

Shenzhen Science and Technology Research and Development Funds(JCYJ20190806155409104)

State Key Laboratory of Crystal Materials()

出版年

2024
中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCDCSCD
影响因子:0.771
ISSN:1001-8417
参考文献量44
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