Triptycene‐Based Chiral Macrocyclic Hosts for Highly Enantioselective Recognition of Chiral Guests Containing a Trimethylamino Group | Zendy

Zhang GengWu | Zendy; Li PengFei | Zendy; Meng Zheng | Zendy; Wang HanXiao | Zendy; Han Ying | Zendy; Chen ChuanFeng | Zendy

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Triptycene‐Based Chiral Macrocyclic Hosts for Highly Enantioselective Recognition of Chiral Guests Containing a Trimethylamino Group

Author(s) -

Zhang GengWu,

Li PengFei,

Meng Zheng,

Wang HanXiao,

Han Ying,

Chen ChuanFeng

Publication year - 2016

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.201600911

Subject(s) - enantiopure drug , enantioselective synthesis , group (periodic table) , stereochemistry , methylene , chemistry , molecule , combinatorial chemistry , organic chemistry , catalysis

A new class of chiral macrocyclic arene composed of three chiral 2,6‐dihydroxyltriptycene subunits bridged by methylene groups was designed and synthesized. Structural studies showed that the macrocyclic molecule adopts a hex‐nut‐like structure with a helical chiral cavity and highly fixed conformation. Efficient resolution was achieved through the introduction of chiral auxiliaries to give a couple of enantiopure macrocycles, which exhibited high enantioselectivity towards three pairs of chiral compounds containing a trimethylamino group.

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