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无水氢氧化钡在选择性二烷氧基丁基杯[4]芳烃烷基化反应中的应用。

The Use of Anhydrous Barium Hydroxide for Selective Alkylation of Dialkyloxy--butyl-calix[4]arenes.

机构信息

Institute of Organic Chemistry NAS of Ukraine, Akademika Kuharya Str., 5, 02660 Kyiv, Ukraine.

Department of Chemistry and Biotechnology, Tallinn University of Technology (TalTech), Akadeemia tee, 15, 12618 Tallinn, Estonia.

出版信息

Molecules. 2023 Jan 21;28(3):1089. doi: 10.3390/molecules28031089.

DOI:10.3390/molecules28031089
PMID:36770756
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9921822/
Abstract

A practical method of selective alkylation of the third hydroxyl group of disubstituted -butyl-calix[4]arenes using anhydrous barium hydroxide as a base was developed in this study. The use of this method in the synthesis of inherently chiral derivatives is shown herein.

摘要

本研究开发了一种使用无水氢氧化钡作为碱的二取代叔丁基杯[4]芳烃第三羟基选择性烷基化的实用方法。本文展示了该方法在合成固有手性衍生物中的应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cf4/9921822/5b9b48a4d16f/molecules-28-01089-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cf4/9921822/37a7054d695d/molecules-28-01089-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cf4/9921822/48f38cdd1772/molecules-28-01089-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cf4/9921822/e1db1fd31911/molecules-28-01089-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cf4/9921822/5b9b48a4d16f/molecules-28-01089-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cf4/9921822/37a7054d695d/molecules-28-01089-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cf4/9921822/48f38cdd1772/molecules-28-01089-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cf4/9921822/e1db1fd31911/molecules-28-01089-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cf4/9921822/5b9b48a4d16f/molecules-28-01089-sch003.jpg

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本文引用的文献

1
Inherently Chiral Calixarenes: Synthesis and Applications.固有手性杯芳烃：合成与应用
Chemistry. 2018 Feb 6;24(8):1744-1754. doi: 10.1002/chem.201703367. Epub 2017 Dec 11.
2
Inherently chiral calixarenes: synthesis, optical resolution, chiral recognition and asymmetric catalysis.固有手性杯芳烃：合成、光学拆分、手性识别及不对称催化
Int J Mol Sci. 2011 Jan 17;12(1):429-55. doi: 10.3390/ijms12010429.
3
Inherently chiral concave molecules--from synthesis to applications.从合成到应用：固有手性凹面分子。
Chem Soc Rev. 2010 Nov;39(11):4274-85. doi: 10.1039/b919527k. Epub 2010 Sep 30.
4
Sensing and fixation of NO2/N2O4 by calix[4]arenes.杯[4]芳烃对NO₂/N₂O₄的传感与固定
J Am Chem Soc. 2003 Mar 12;125(10):2997-3007. doi: 10.1021/ja029166l.