Construction and Functionalization of Highly Strained N-Doped Zigzag Hydrocarbon Belts

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外文摘要：Recent years have witnessed breakthroughs in the study of zigzag hydrocarbon belts.However,the syn-thesis of heterocycle-containing zigzag molecular belts remains very rare and challenging despite their interesting structures and potential applications in chemistry and materials science.Here,we report the expeditious construction of a highly strained belt[4]arene[4](1,4-dihydropyridine)structure using the fjords-stitching strategy.The synthesis comprised four-fold abnormal m-bromination of four N-pivaloylaniline units and Pd2(dba)3/4-Me2NC6H4 PtBu2-catalyzed intramolecular C-N bond-forming reactions.Subsequent functionalization through N-arylations produced a variety of tetraza-embedded octahydrobelt[8]arenes.Further oxidation ofp-meth-oxy phenyl-substituted belt[4]arene[4](1,4-dihydro-pyridine)with Ag[AI(OtBuF)4]yielded a singlet diradical dication N-doped zigzag belt.

外文关键词：

zigzag molecular beltcyclaceneoctahy-drobelt[4]arene[4]pyridinemeta-bromination of N-acylanilinepalladium-catalyzed C-N bond formationdiradical dication salt

作者：

Ming Xie、Shuo Tong、Mei-Xiang Wang

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作者单位：

MOE Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology,Department of Chemistry,Tsinghua University,Beijing 100084

基金：

国家自然科学基金国家自然科学基金国家自然科学基金Tsinghua University Initiative Scientific Research Program

项目编号：

2205000521732004218210012019Z07L01004

出版年：

2023

DOI：

10.31635/ccschem.022.202202008

中国化学会会刊(英文)

CSCD

ISSN：

年,卷(期)：2023.5(1)

参考文献量24