Aza[6]helicene platinum complexes: chirality control of cis-trans isomerism

Daniele Mendola; Nidal Saleh; Nicolas Vanthuyne; Christian Roussel; Loïc Toupet; Franca Castiglione; Tullio Caronna; Andrea Mele; Jeanne Crassous

doi:10.1002/anie.201401004

Aza[6]helicene platinum complexes: chirality control of cis-trans isomerism

Angew Chem Int Ed Engl. 2014 Jun 2;53(23):5786-90. doi: 10.1002/anie.201401004. Epub 2014 Apr 17.

Authors

Daniele Mendola¹, Nidal Saleh, Nicolas Vanthuyne, Christian Roussel, Loïc Toupet, Franca Castiglione, Tullio Caronna, Andrea Mele, Jeanne Crassous

Affiliation

¹ Sciences Chimiques de Rennes UMR 6226 - Institut de Physique de Rennes UMR 6251 CNRS-Université de Rennes 1, Campus de Beaulieu 35042 Rennes Cedex (France); Department of Chemistry, Materials and Chemical, Engineering "G. Natta", Politecnico di Milano, Piazza L. da Vinci, 32, 20133 Milano (Italy); CNR-ICRM, Via L. Mancinelli, 7, 20131 Milano (Italy).

PMID: 24753355
DOI: 10.1002/anie.201401004

Abstract

It was serendipitously observed that cis-[PtCl2(NCEt)PPh3] reacted differently with either racemic or enantiopure 4-aza[6]helicene, giving respectively cis (racemic) and trans (enantiopure) [Pt(II)Cl2(4-aza[6]helicene)PPh3] complexes. This unexpected reactivity is explained through a dynamic process (crystallization-induced diastereoselective transformation) and enables a new aspect of reactivity in chiral transition-metal complexes to be addressed.

Keywords: chirality; cis-trans isomerism; complexation; helicenes; platinum.