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含硅乙氧羰基化合物与氟离子的合成及解离动力学

Synthesis and kinetics of disassembly for silyl-containing ethoxycarbonyls using fluoride ions.

作者信息

Camerino Eugene, Daniels Grant C, Wynne James H, Iezzi Erick B

机构信息

American Society for Engineering Education, Chemistry Division, U.S. Naval Research Laboratory Washington DC 20375 USA.

Chemistry Division, U.S. Naval Research Laboratory Washington DC 20375 USA

出版信息

RSC Adv. 2018 Jan 9;8(4):1884-1888. doi: 10.1039/c7ra07876e. eCollection 2018 Jan 5.

DOI:10.1039/c7ra07876e
PMID:35542569
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9077272/
Abstract

In this study, a series of silyl-containing ethoxycarbonates and ethoxycarbamates on electron poor anilines and phenols were synthesized and their kinetics of disassembly determined in real-time upon exposure to fluoride ion sources at room temperature. The results provide a greater understanding of stability and kinetics for silyl-containing protecting groups that eliminate volatile molecules upon removal, which will allow for simplification of orthogonal protection in complex organic molecules.

摘要

在本研究中,合成了一系列含硅的碳酸乙酯和氨基甲酸乙酯,它们连接在缺电子的苯胺和苯酚上,并在室温下暴露于氟离子源时实时测定其拆解动力学。这些结果有助于更深入地了解含硅保护基团的稳定性和动力学,这些保护基团在去除时会消除挥发性分子,这将有助于简化复杂有机分子中的正交保护。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7963/9077272/6ac95c2e3a7b/c7ra07876e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7963/9077272/091faf4086c1/c7ra07876e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7963/9077272/7329acb36aa0/c7ra07876e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7963/9077272/6ac95c2e3a7b/c7ra07876e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7963/9077272/091faf4086c1/c7ra07876e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7963/9077272/7329acb36aa0/c7ra07876e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7963/9077272/6ac95c2e3a7b/c7ra07876e-s3.jpg

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