Issue 44, 2010
From the journal:

Dalton Transactions

Novel metal complexes containing a chiral trinitrogen isoindoline-based pincer ligand: in situ synthesis and structural characterization†

Jessica L. Cryder,a   Andrew J. Killgore,b   Curtis Moore,c   James A. Golen,d   Arnold L. Rheingoldc  and  Christopher J. A. Daley*a  

* Corresponding authors

a Department of Chemistry and Biochemistry, University of San Diego, 5998 Alcalá Park, San Diego, USA
E-mail: cjdaley@sandiego.edu
Tel: +1 619-260-4033

b Department of Chemistry, Western Washington University, 516 High Street, Bellingham, WA, USA

c Department of Chemistry and Biochemistry, University of California, 9500 Gilman Drive, San Diego, CA, USA

d Department of Chemistry and Biochemistry, University of Massachusetts Dartmouth, 285 Old Westport Road, North Dartmouth, MA, USA

Abstract

The first synthesis and characterization of metal coordinated complexes containing in situ prepared chiral trinitrogen 1,3-bis(4,5-dihydrooxazol-2-ylimino)isoindoline-based pincer ligands are reported. Two zinc complexes, isolated as Zn(L)2, where L = 1,3-bis(4,5-dihydro-4-(R)-phenyloxazol-2-ylimino)isoindoline ((R,R)-5) or 1,3-bis(4,5-dihydro-4-(S)-iso-propyloxazol-2-ylimino)isoindoline ((S,S)-6), respectively, are reported. Complexes Zn((R,R)-5)2 and Zn((S,S)-6)2 were prepared in situ through the condensation of phthalonitrile with enantiopure 2-amino-4-(R)-phenyloxazoline ((R)-3) or 2-amino-4-(S)-iso-propyloxazoline ((S)-4) in the presence of ZnCl2 at 80 °C in dry toluene over 3–4 days. The characterizations of Zn((R,R)-5)2 and Zn((S,S)-6)2 in both the solid (X-ray crystallography) and solution (multinuclear NMR spectroscopy) states are reported.

Graphical abstract: Novel metal complexes containing a chiral trinitrogen isoindoline-based pincer ligand: in situ synthesis and structural characterization

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Article information

DOI
https://doi.org/10.1039/C0DT00869A
Article type
Paper
Submitted
19 Jul 2010
Accepted
25 Aug 2010
First published
06 Oct 2010

Dalton Trans., 2010,39, 10671-10677

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Novel metal complexes containing a chiral trinitrogen isoindoline-based pincer ligand: in situ synthesis and structural characterization

J. L. Cryder, A. J. Killgore, C. Moore, J. A. Golen, A. L. Rheingold and C. J. A. Daley, Dalton Trans., 2010, 39, 10671 DOI: 10.1039/C0DT00869A

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