Issue 21, 2019, Issue in Progress
From the journal:

RSC Advances

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

Anna Peterson,‡ab   Mikk Kaasik, ORCID logo ‡b   Andrus Metsala,b   Ivar Järving,b   Jasper Adamson*a  and  Tõnis Kanger ORCID logo *b  

* Corresponding authors

a Chemical Physics Laboratory, National Institute of Chemical Physics and Biophysics, Akadeemia tee 23, Tallinn, Estonia
E-mail: jasper.adamson@kbfi.ee

b Department of Chemistry and Biotechnology, School of Science, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia
E-mail: tonis.kanger@taltech.ee

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 × 104 M−1.

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

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Article information

DOI
https://doi.org/10.1039/C9RA01692A
Article type
Paper
Submitted
06 Mar 2019
Accepted
04 Apr 2019
First published
15 Apr 2019
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2019,9, 11718-11721

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

A. Peterson, M. Kaasik, A. Metsala, I. Järving, J. Adamson and T. Kanger, RSC Adv., 2019, 9, 11718 DOI: 10.1039/C9RA01692A

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