Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical Ferrocenes.

Antonio UrbanoAna M Del HoyoAlicia Martínez-Carrión M Carmen Carreño

Published in: Organic letters (2019)

An enantiopure helical ferrocene ( Rp)-5 with five ortho-condensed aromatic rings was synthesized using a PtCl2-catalyzed 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 circular dichroism (CD) signals.

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