Phenyl vs. Ferrocenyl Cyclometallation Selectivity: Diastereoselective Synthesis of an Enantiopure Iridacycle

Arthurs, Ross A., Horton, Peter N., Coles, Simon J. and Richards, Christopher J. (2017) Phenyl vs. Ferrocenyl Cyclometallation Selectivity: Diastereoselective Synthesis of an Enantiopure Iridacycle. European Journal of Inorganic Chemistry, 2017 (2). 229–232. ISSN 1434-1948

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Abstract

Ferrocenyl (Fc) and phenyl (Ph) containing imines FcCH=NCH(R)Ph and FcCH(R)N=CHPh (R = H and Me) were cycloiridated using [Cp*IrCl2]2 with NaOAc in CH2Cl2. All resulted in the formation of neutral chloride ligated half-sandwich iridacycles as a result of ortho-phenyl and not alpha-ferrocenyl C–H activation. The complexes derived from FcCH=NCH(R)Ph (R = H, Me) were obtained as a mixture of E and Z imine isomers, and with R = Me the product obtained from the (S)-imine was isolated by recrystallisation as a single diastereoisomer. The configuration was determined by an X-ray crystal structure analysis as SC,RIr,E.

Item Type: Article
Additional Information: Published in Special Issue: The Multifaceted Chemistry of Ferrocene (Cluster Issue)
Uncontrolled Keywords: metallacycles,iridium,iron,sandwich complexes,regioselectivity,diastereoselectivity,chirality
Faculty \ School: Faculty of Science > School of Chemistry
Faculty of Science
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Depositing User: Pure Connector
Date Deposited: 06 Oct 2016 16:00
Last Modified: 22 Jul 2020 01:07
URI: https://ueaeprints.uea.ac.uk/id/eprint/60771
DOI: 10.1002/ejic.201600904

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