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A Modular Synthetic Strategy for Functional Macrocycles
Author(s) -
Xu Kaidi,
Zhang ZhiYuan,
Yu Chengmao,
Wang Bin,
Dong Ming,
Zeng Xianqiang,
Gou Rui,
Cui Lei,
Li Chunju
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202000909
Subject(s) - monomer , yield (engineering) , paraformaldehyde , chemistry , pyrene , porphyrin , naphthalene , molecule , polymer chemistry , combinatorial chemistry , materials science , photochemistry , organic chemistry , polymer , metallurgy
Reported here is a molecule‐Lego synthetic strategy for macrocycles with functional skeletons, involving one‐pot and high‐yielding condensation between bis(2,4‐dimethoxyphenyl)arene monomers and paraformaldehyde. By changing the blocks, variously functional units (naphthalene, pyrene, anthraquinone, porphyrin, etc.) can be conveniently introduced into the backbone of macrocycles. Interestingly, the macrocyclization can be tuned by the geometrical configuration of monomeric blocks. Linear (180°) monomer yield cyclic trimers and pentamers, while V‐shaped (120°, 90° and 60°) monomers tend to form dimers. More significantly, even heterogeneous macrocycles are obtained in moderate yield by co‐oligomerization of different monomers. This series of macrocycles have the potential to be prosperous in the near future.