Mechanochemical carbon–carbon bond formation that proceeds via a cocrystal intermediate

Stipe Lukin; Martina Tireli; Ivor Lončarić; Dajana Barišić; Primož Šket; Domagoj Vrsaljko; Marco di Michiel; Janez Plavec; Krunoslav Užarević; Ivan Halasz

doi:10.1039/C8CC07853J

Mechanochemical carbon–carbon bond formation that proceeds via a cocrystal intermediate†

Stipe Lukin,‡^a Martina Tireli,‡^a Ivor Lončarić,^a Dajana Barišić,^a Primož Šket,^bc Domagoj Vrsaljko,^d Marco di Michiel,^e Janez Plavec,^bcf Krunoslav Užarević

*^a and Ivan Halasz

*^a

Author affiliations

* Corresponding authors

^a Ruđer Bošković Institute, Bijenička c. 54, 10000 Zagreb, Croatia
E-mail: krunoslav.uzarevic@irb.hr, ivan.halasz@irb.hr

^b National Institute of Chemistry, Slovenian NMR Center, Ljubljana, Slovenia

^c EN-FIST Center of Excellence, Ljubljana, Slovenia

^d Faculty of Chemical Engineering and Technology, University of Zagreb, Zagreb, Croatia

^e ESRF – the European Synchrotron, 71 Avenue des Martyrs, 38000 Grenoble, France

^f Faculty of Chemistry and Chemical Technology, University of Ljubljana, Ljubljana, Slovenia

Abstract

We report the first cocrystal as an intermediate in a solid-state organic reaction wherein molecules of barbituric acid and vanillin assume a favorable orientation for the subsequent Knoevenagel condensation.

Chemical Communications

Mechanochemical carbon–carbon bond formation that proceeds via a cocrystal intermediate†

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Mechanochemical carbon–carbon bond formation that proceeds via a cocrystal intermediate

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