Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical Ferrocenes

An enantiopure helical ferrocene (Rp)-5 with five ortho-condensed aromatic rings was synthesized using a PtCl2catalyzed cycloisomerization of planar-chiral 2-ethynyl-1-(4-phenanthrenyl)ferrocene (Rp)-6f, prepared in 3 steps from known enantiopure sulfinyl ferrocenyl boronic acid (SS,Sp)-7, as the so...

Descripción completa

Detalles Bibliográficos
Autores: Urbano Pujol, Antonio, Hoyo del, Ana María del, Martínez-Carrión, Alicia, Carreño García, Carmen
Tipo de recurso: artículo
Fecha de publicación:2019
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/709182
Acceso en línea:http://hdl.handle.net/10486/709182
https://dx.doi.org/10.1021/acs.orglett.9b01522
Access Level:acceso abierto
Palabra clave:Aromatic compounds
Chirality
Isomerization
Reaction products
Sandwich compounds
Química
Descripción
Sumario:An enantiopure helical ferrocene (Rp)-5 with five ortho-condensed aromatic rings was synthesized using a PtCl2catalyzed cycloisomerization of planar-chiral 2-ethynyl-1-(4-phenanthrenyl)ferrocene (Rp)-6f, prepared in 3 steps from known enantiopure sulfinyl ferrocenyl boronic acid (SS,Sp)-7, as the source of planar chirality. This pentacyclic helical ferrocene showed a very high optical rotation value and strong CD signals