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可调节的基于手性三唑的卤素键供体:与含氮受体在溶液中对供体强度的评估。

Tunable chiral triazole-based halogen bond donors: assessment of donor strength in solution with nitrogen-containing acceptors.

作者信息

Peterson Anna, Kaasik Mikk, Metsala Andrus, Järving Ivar, Adamson Jasper, Kanger Tõnis

机构信息

Chemical Physics Laboratory, National Institute of Chemical Physics and Biophysics Akadeemia tee 23 12618 Tallinn Estonia

Department of Chemistry and Biotechnology, School of Science, Tallinn University of Technology Akadeemia tee 15 12618 Tallinn Estonia

出版信息

RSC Adv. 2019 Apr 15;9(21):11718-11721. doi: 10.1039/c9ra01692a. eCollection 2019 Apr 12.

DOI:10.1039/c9ra01692a
PMID:35517004
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9063393/
Abstract

Strong halogen bond (XB) donors are needed for the activation of neutral substrates. We demonstrate that XB donor properties of iodo-triazoles can be significantly enhanced by quaternization in combination with varying the counterion and aromatic substituent, exemplified by association constants with quinuclidine as high as 1.1 × 10 M.

摘要

激活中性底物需要强卤素键(XB)供体。我们证明,通过季铵化结合改变抗衡离子和芳基取代基,碘代三唑的XB供体性质可得到显著增强,以与奎宁环的缔合常数高达1.1×10 M为例。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7544/9063393/ea7b5fabf5c6/c9ra01692a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7544/9063393/5372d4ccf6ec/c9ra01692a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7544/9063393/842be27feedd/c9ra01692a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7544/9063393/ea7b5fabf5c6/c9ra01692a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7544/9063393/5372d4ccf6ec/c9ra01692a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7544/9063393/842be27feedd/c9ra01692a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7544/9063393/ea7b5fabf5c6/c9ra01692a-f3.jpg

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本文引用的文献

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A halogen bond-donor amino acid for organocatalysis in water.
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