Acyclic Twisted Amides | Zendy

Guangrong Meng | Zendy; Jin Zhang | Zendy; Michal Szostak | Zendy

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Acyclic Twisted Amides

Author(s) -

Guangrong Meng,

Jin Zhang,

Michal Szostak

Publication year - 2021

Publication title -

chemical reviews

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 20.528

H-Index - 700

eISSN - 1520-6890

pISSN - 0009-2665

DOI - 10.1021/acs.chemrev.1c00225

Subject(s) - chemistry , amide , twist , stereochemistry , directed acyclic graph , key (lock) , combinatorial chemistry , computational chemistry , organic chemistry , algorithm , ecology , geometry , mathematics , computer science , biology

In this contribution, we provide a comprehensive overview of acyclic twisted amides, covering the literature since 1993 (the year of the first recognized report on acyclic twisted amides) through June 2020. The review focuses on classes of acyclic twisted amides and their key structural properties, such as amide bond twist and nitrogen pyramidalization, which are primarily responsible for disrupting n N to π* C═O conjugation. Through discussing acyclic twisted amides in comparison with the classic bridged lactams and conformationally restricted cyclic fused amides, the reader is provided with an overview of amidic distortion that results in novel conformational features of acyclic amides that can be exploited in various fields of chemistry ranging from organic synthesis and polymers to biochemistry and structural chemistry and the current position of acyclic twisted amides in modern chemistry.

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