Pentapeptide Nanoreactor as a Platform for Halogenations, Diels-Alder Reaction, and Morita-Baylis-Hillman Reaction

被引：4
|
作者：
Debnath, Mintu [1 ]
Sasmal, Supriya [1 ]
Podder, Debasish [1 ]
Haldar, Debasish [1 ]
机构：
[1] Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, W Bengal, India
来源：
ACS OMEGA | 2019年 / 4卷 / 09期
关键词：
HYDROGENATION; OXIDATION; DESIGN; DRIVEN; PHASE;
D O I：
10.1021/acsomega.9b01393
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A pentapeptide nanoreactor has been designed and synthesized as a platform to carry out the traditional organic reactions such as bromination, iodination, cycloaddition, and condensation reactions. The pentapeptide Boc-Phe-Phe-Aib-Phe-Phe-OMe with a supramolecular helical structure and pi-rich channel provides nanoconfinements and thus facilitates the organic reactions. Bromination and iodination of aniline take place without any halogen carrier (Lewis acid) in the pentapeptide platform. Iodination produced p-iodoaniline only. The Diels-Alder reaction between furan and maleic anhydride increased 2-fold in the pentapeptide platform and the Morita-Baylis-Hillman reaction of benzaldehyde and ethyl acrylate in methanol enhanced 1.5-fold.
引用
收藏
页码：13872 / 13878
页数：7
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