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Conversion of Nitriles into Δ2-1,3-Oxazolines in Platinum(II) Complexes. Crystal Structure of trans-

DOI: 10.1039/DT9930000959

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 959 - 966 (1993)

Update date:2022-08-03

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Authors:

Michelin, Rino A.Michelin, Rino A.

Bertani, RobertaBertani, Roberta

Mozzon, MirtoMozzon, Mirto

Bombieri, GabriellaBombieri, Gabriella

Benetollo, FrancoBenetollo, Franco

Angelici, Robert J.Angelici, Robert J.

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Article abstract of DOI:10.1039/DT9930000959

The reactions of cis- and trans- (R = p-MeC6H4, p-CF3C6H4, o-MeC6H4, Et, Prn, Pri or But) complexes with 2 equivalents of-OCH2CH2Cl, generated by deprotonation of HOCH2CH2Cl with LiBun, afford in high yield the bis(Δ2-1,3-oxazoline) derivatives cis- and trans-.The complexes have been characterized by their elemental analyses, IR, 1H NMR, 13C-(1H) NMR and FAB mass spectra.The structure of trans- was established also by X-ray crystallography: monoclinic, space group P21/n, a = 11.233(2), b = 8.741(2), c = 9.394(2) Angstroem, β = 101.61(3) deg and Z = 2; R = 0. 038 (R'= 0.042) for 2514 measured reflections with l >/= 3?(l).The N-C(R) and (R)C-O bond distances of 1.284(5) and 1.335(5) Angstroem suggest that there is extensive electron delocalization within the N-C(R)-O system.The co-ordination geometry around PtII is planar and the oxazoline rings are only slightly twisted.The formation of Δ2-1,3-oxazolines from platinum(II)-co-ordinated nitriles has also been examined using HOCH2CH2Cl in the presence of the weak base NEt3.These reactions proceed through the initial formation of the bis(imido ester) complexes , present as their (Z,Z), (E,E) and (E,Z) conformers, which slowly convert to the final cyclic Δ2-1,3-oxazoline derivatives.

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Product name:{PtCl2(NC(C6H4CF3)OCH2CH2)2}

Cas No:148684-52-0

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