Synthesis and structures of complexes with axially chiral isoquinolinyl-naphtholate ligands

Howard, Ruth H., Alonso-Moreno, Carlos, Broomfield, Lewis M., Hughes, David L., Wright, Joseph A. ORCID: https://orcid.org/0000-0001-9603-1001 and Bochmann, Manfred ORCID: https://orcid.org/0000-0001-7736-5428 (2009) Synthesis and structures of complexes with axially chiral isoquinolinyl-naphtholate ligands. Dalton Transactions (40). pp. 8667-8682. ISSN 1477-9234

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Abstract

The synthesis of axially chiral ligands 1-(3',6'-di-t-butyl-2'-hydroxy-1'-naphthyl)-3-R-isoquinoline (R = H, Pri, But) (LR-H) is described. Ligands with unsubstituted isoquinolinyl rings tend to give 1:2 metal complexes. The syntheses and crystal structures of Li2(LH)2(THF)2 (9), (LH)2Ti(OPri)2 (12), Zn(LH)2 (13) and [Mg(LH)2]2 (14) are reported. Complex formation is highly stereoselective; the ligands in 1:2 complexes have the same stereochemistry (i.e. R,R and S,S but not R,S), whereas in the binuclear magnesium compound 14 the bridging and non-bridging ligands LH have opposite stereochemistry. The reaction of LH-H with Pd(acac)2 afforded the N,O chelate Pd(acac)(LH) (10), whereas towards K2PtCl4 the same ligand acts as an N-donor only, to give trans-PtCl2(LH-H)2 (11) in which the OH groups are hydrogen-bonded to one of the two chloride ligands. The more bulky ligand with a t-butyl substituent in the 3-position of the isoquinolinyl ring reacts with zinc and magnesium bis(amides) to give the mixed-ligand species (LBu)ZnN(SiMe3)2 and (LBu)MgN(SiMe3)2, respectively, which catalyse the ring-opening polymerisation of e-caprolactone (CL) and rac-lactide (LA).

Item Type:	Article
Faculty \ School:	Faculty of Science > School of Chemistry
UEA Research Groups:	Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017) Faculty of Science > Research Groups > Chemistry of Materials and Catalysis Faculty of Science > Research Groups > Chemistry of Light and Energy Faculty of Science > Research Groups > Energy Materials Laboratory
Depositing User:	Vishal Gautam
Date Deposited:	02 Nov 2010 17:48
Last Modified:	24 Oct 2022 00:18
URI:	https://ueaeprints.uea.ac.uk/id/eprint/10510
DOI:	10.1039/b907982c

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