Issue 78, 2012
From the journal:

Chemical Communications

Desymmetrisation of aromatic diamines and synthesis of non-symmetrical thiourea derivatives by click-mechanochemistry†‡

Vjekoslav Štrukil,a   Davor Margetić,a   Marina D. Igrc,a   Mirjana Eckert-Maksić*a  and  Tomislav Friščić*b  

* Corresponding authors

a Ruđer Bošković Institute, Bijenička cesta 54, HR-10002 Zagreb, Croatia
E-mail: mmaksic@emma.irb.hr

b McGill University, Department of Chemistry and FQRNT Centre for Green Chemistry and Catalysis, 801 Sherbrooke St., H3A 0B8 Montréal, Québec, Canada
E-mail: tomislav.friscic@mcgill.ca

Abstract

ortho- and para-Phenylenediamines were desymmetrised and quantitatively transformed into mono- and bis-(thio)ureas or mixed thiourea–ureas through a one-pot mechanochemical click reaction sequence; mechanochemical desymmetrisation proceeds quantitatively without excess reagents and allows the controlled extension of a molecular structure by combining normally competing reactions.

Graphical abstract: Desymmetrisation of aromatic diamines and synthesis of non-symmetrical thiourea derivatives by click-mechanochemistry

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Article information

DOI
https://doi.org/10.1039/C2CC34013E
Article type
Communication
Submitted
05 Jun 2012
Accepted
13 Aug 2012
First published
13 Aug 2012

Chem. Commun., 2012,48, 9705-9707

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Desymmetrisation of aromatic diamines and synthesis of non-symmetrical thiourea derivatives by click-mechanochemistry

V. Štrukil, D. Margetić, M. D. Igrc, M. Eckert-Maksić and T. Friščić, Chem. Commun., 2012, 48, 9705 DOI: 10.1039/C2CC34013E

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