Non-racemic (scalemic) planar-chiral five-membered metallacycles: routes, means, and pitfalls in their synthesis and characterization.
This critical review provides a systematic classification of the synthetic routes to planar-chiral five-membered metallacycles into several routes, namely C-H bond activation, oxidative addition, transmetallation and optical resolution. As a characteristic of these bulk compounds is that they are synthesized as binary mixtures of enantiomers in proportions varying from the racemate to enantiopure, a review of absolute-configuration determination of the title planar-chiral scalemates is presented. This review is of interest to organic and organometallic synthetic chemists involved in asymmetric synthesis (97 references).
Djukic
Jean-Pierre
JP
Laboratoire de Synthèses Métallo-induites, Institut de Chimie de Strasbourg, Université Louis Pasteur, 4 rue Blaise Pascal, F-67000 Strasbourg, France. djukic@chimie.u-strasbg.fr
Hijazi
Akram
A
Flack
Howard D
HD
Bernardinelli
Gérald
G
D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry* / Q000145:classification; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry* / Q000145:classification; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D006571:Heterocyclic Compounds; D009942:Organometallic Compounds