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

机译:五肽纳米反应器可作为卤化,狄尔斯-阿尔德反应和森田-贝利斯-希尔曼反应的平台

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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 π-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.
机译:已经设计并合成了五肽纳米反应器作为平台,以进行传统的有机反应,如溴化,碘化,环加成和缩合反应。具有超分子螺旋结构和富π通道的五肽Boc-Phe-Phe-Aib-Phe-Phe-OMe提供了纳米约束,从而促进了有机反应。苯胺的溴化和碘化反应在五肽平台中没有任何卤素载体(路易斯酸)发生。碘化仅产生对碘苯胺。呋喃和顺丁烯二酸酐之间的Diels-Alder反应在五肽平台上增加了2倍,而苯甲醛和丙烯酸乙酯在甲醇中的Morita-Baylis-Hillman反应则提高了1.5倍。

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