Issue 78, 2021
From the journal:

Chemical Communications

B–N bond formation through palladium-catalyzed, microwave-assisted cross-coupling of nitrogen compounds with iodo-dodecaborate†

Mahmoud K. Al-Joumhawy,a   Tarek Marei,a   Akim Shmalko, ORCID logo ab   Paula Cendoya,a   Jair La Bordea  and  Detlef Gabel ORCID logo *a  

* Corresponding authors

a Department of Life Sciences and Chemistry, Jacobs University Bremen, Campus Ring 1, 28759 Bremen, Germany
E-mail: D.Gabel@jacobs-university.de

b A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 119991 Moscow, Russia

Abstract

Substituted undecahydrido-closo-dodecaborates [B12H11NR2]2− have potential use in materials and drugs, but have presented a synthetic challenge. Microwave-assisted palladium-catalyzed amination of iodo-dodecaborate [B12H11I]2− allows mild and reproducible formation of B–N bonds with aromatic amines, HN-containing heteroaromatics, and amides. The reaction allows general access to amides, reproducible reactions to dodecaborate-substituted anilines, and, for the first time, the substitution of dodecaborate with HN-containing heterocycles.

Graphical abstract: B–N bond formation through palladium-catalyzed, microwave-assisted cross-coupling of nitrogen compounds with iodo-dodecaborate

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Article information

DOI
https://doi.org/10.1039/D1CC03215A
Article type
Communication
Submitted
24 Jun 2021
Accepted
16 Aug 2021
First published
13 Sep 2021
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2021,57, 10007-10010

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B–N bond formation through palladium-catalyzed, microwave-assisted cross-coupling of nitrogen compounds with iodo-dodecaborate

M. K. Al-Joumhawy, T. Marei, A. Shmalko, P. Cendoya, J. La Borde and D. Gabel, Chem. Commun., 2021, 57, 10007 DOI: 10.1039/D1CC03215A

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