Supramolecular Polymerization of [5]Helicenes. Consequences of Self-Assembly on Configurational Stability

被引：18
作者：
Valera, Jorge S. [1 ]
Gomez, Rafael [1 ]
Sanchez, Luis [1 ]
机构：
[1] Univ Complutense Madrid, Fac Ciencias Quim, Dept Quim Organ 1, E-28040 Madrid, Spain
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 07期
关键词：
RACEMIZATION BARRIERS; HELICENES; AMPLIFICATION; CHIRALITY;
D O I：
10.1021/acs.orglett.8b00565
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The supramolecular polymerization of [5]helicenes 1 and 2 is investigated. The self-assembly of these helicenes proceeds by the operation of H-bonding interactions with a negligible participation of pi-stacking. The enantiopurity of the sample has a dramatic effect on the supramolecular polymerization mechanism since it reverts the isodesmic mechanism for the racemic mixture to a cooperative one for the enantioenriched sample. Noticeably, the formation of supramolecular polymers efficiently increases the configurational stability of 1,14-unsubstituted [5]helicenes.
引用
收藏
页码：2020 / 2023
页数：4
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