The equilibrium between 2-lithium-oxazole(-thiazole, -imidazole) derivatives and their acyclic isomers - A structural investigation

Chemische Berichte

Volumn 130, Issue 9, 1997, Pages 1213-1221

  Hilf, Christof ^a   Bosold, Ferdinand ^a   Harms, Klaus ^a   Marsch, Michael ^a   Boche, Gernot ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

2 Li(ZnCl) substituted oxazoles (thiazoles, imidazoles) Acyclic isomers NMR spectroscopy; Lithium; Zinc

Indexed keywords

EID: 0001667114     PISSN: 00092940     EISSN: None     Source Type: Journal    
DOI: 10.1002/cber.19971300908     Document Type: Article

References (65)

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62. Crystallographic data (excluding structure factors) for the struc ture reported in this paper have been deposited with the Cam bridge Crystallographic Data Centre as supplementary publi cation no. CCDC-100380. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: int. code +44(1223)336033, e-mail: deposit@chemcrys.cam.ac.uk].
63. + leads to hich yields of cyclic 1-E(2).
64. 2 and to determine its solid-state structure. The C2-O1 (C2-N3) bonds are only slightly longer (2.2 and 1.9 pm, respectively) than in (55) oxazoles, in agreement with a struc tural type 2a-ZnCl.
65. [28b] Theoretical calculations of 2a -Li(ZnCl) and 3a-Li(ZnCl) are in agreement with the experimen tal results of this work: 2a-Li is 15.2 kcal/mol less stable than 3a-Li, while 2a-ZnCl is 11.8 kcal/mol more stable than 3a-ZnCl (H. Hermann).