Issue 50, 2018
From the journal:

Chemical Communications

An air-stable N-heterocyclic carbene iminoxyl borate radical zwitterion†

Youngsuk Kim ORCID logo ab  and  Eunsung Lee ORCID logo *abc  

* Corresponding authors

a Center for Self–assembly and Complexity, Institute for Basic Science (IBS), Pohang, Republic of Korea

b Department of Chemistry, Pohang University of Science and Technology, Pohang, Republic of Korea
E-mail: eslee@postech.ac.kr

c Division of Advanced Materials Science, Pohang University of Science and Technology, Pohang, Republic of Korea

Abstract

A remarkably stable radical zwitterion derived from N-heterocyclic carbene nitric oxide and B(C6F5)3 is reported. The presented radical was generated by steric and electronic protection of the nitric oxide moiety using B(C6F5)3, which secured its stability toward air and moisture. An analogous yet less stable radical derived from C(C6H5)3+ is also synthesized and characterized.

Graphical abstract: An air-stable N-heterocyclic carbene iminoxyl borate radical zwitterion

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Article information

DOI
https://doi.org/10.1039/C8CC01399C
Article type
Communication
Submitted
18 2月 2018
Accepted
26 3月 2018
First published
27 3月 2018

Chem. Commun., 2018,54, 6824-6827

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An air-stable N-heterocyclic carbene iminoxyl borate radical zwitterion

Y. Kim and E. Lee, Chem. Commun., 2018, 54, 6824 DOI: 10.1039/C8CC01399C

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