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CpCo-mediated reactions of cyclopropenones: Access to CpCo-apped benzoquinone complexes

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Leskovar,  Adriane
Department of Biomolecular Mechanisms, Max Planck Institute for Medical Research, Max Planck Society;

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Citation

Schuster−Haberhauer, A., Gleiter, R., Körner, O., Leskovar, A., Werz, D. B., Fischer, F. R., et al. (2008). CpCo-mediated reactions of cyclopropenones: Access to CpCo-apped benzoquinone complexes. Organometallics, 27(7), 1361-1366. doi:10.1021/om701115w.


Cite as: https://hdl.handle.net/11858/00-001M-0000-002C-A690-B
Abstract
The reaction of di(n-propyl)cyclopropenone (7), di(n-butyl)cyclopropenone (16), and bicyclo[12.1.0]pentadeca-1(14)-en-7-yn-15-one (21) with CpCo(CO)2 and CpCo(cod) yielded CpCo-complexed benzoquinone and cyclopentadienone derivatives. When 16 was reacted with CpCo(CO)2 and a 10-fold surplus of 4-octyne, a mixture of CpCo-capped benzoquinone 25 and cyclopentadienone 26 was isolated. The reaction of cyclopropenone 16 containing a 13C-labeled CO group with CpCo(CO)2 yielded a CpCo-capped tetrakis(n-butyl)-p-benzoquinone with one 13C nucleus per molecule as the main product. The mechanism of the formation of p-benzoquinone is discussed on the basis of the results of trapping and labeling experiments.