Synthesis and Conformational Study of a Novel Macrocyclic Chiral(Salen) ligand and its Uranyl and Mn Complexes

doi:10.3390/molecules15031442

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Molecules 2010, 15(3), 1442-1452; doi:10.3390/molecules15031442

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Synthesis and Conformational Study of a Novel Macrocyclic Chiral(Salen) ligand and its Uranyl and Mn Complexes

Maria E. Amato, Francesco P. Ballistreri, Andrea Pappalardo, Gaetano A. Tomaselli* and Rosa M. Toscano

Dipartimento di Scienze Chimiche, Università di Catania, Viale Andrea Doria 6, Catania 95125, Italy

* Author to whom correspondence should be addressed.

Received: 21 December 2009; in revised form: 20 January 2010 / Accepted: 2 March 2010 / Published: 9 March 2010

(This article belongs to the Special Issue Asymmetric Synthesis)

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Abstract: A novel chiral macrocyclic ligand incorporating a chiral salen moiety into a framework containing two biphenyl units was synthesized. Structural properties and conformational aspects of the free ligand and an UO₂ complex were studied by using NMR spectroscopy in solution and MM calculations. The Mn(III) complex was tested as catalyst in enantioselective oxidation of prochiral unfunctionalized olefins to the corresponding optically active epoxides under very mild conditions.

Keywords: macrocyclic chiral ligand; salen; enantioselectivity; epoxidation

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MDPI and ACS Style

Amato, M.E.; Ballistreri, F.P.; Pappalardo, A.; Tomaselli, G.A.; Toscano, R.M. Synthesis and Conformational Study of a Novel Macrocyclic Chiral(Salen) ligand and its Uranyl and Mn Complexes. Molecules 2010, 15, 1442-1452.

AMA Style

Amato ME, Ballistreri FP, Pappalardo A, Tomaselli GA, Toscano RM. Synthesis and Conformational Study of a Novel Macrocyclic Chiral(Salen) ligand and its Uranyl and Mn Complexes. Molecules. 2010; 15(3):1442-1452.

Chicago/Turabian Style

Amato, Maria E.; Ballistreri, Francesco P.; Pappalardo, Andrea; Tomaselli, Gaetano A.; Toscano, Rosa M. 2010. "Synthesis and Conformational Study of a Novel Macrocyclic Chiral(Salen) ligand and its Uranyl and Mn Complexes." Molecules 15, no. 3: 1442-1452.

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