Annulation reactions of Fischer Carbene complexes tethered on a chalcogen-stabilized iron carbonyl cluster: dependence of reaction pathway on chalcogen atom

Mathur, Pradeep ; Ghosh, Sundargopal ; Sarkar, Amitabha ; Thone, Carsten (1998) Annulation reactions of Fischer Carbene complexes tethered on a chalcogen-stabilized iron carbonyl cluster: dependence of reaction pathway on chalcogen atom Organometallics, 17 (18). pp. 3926-3930. ISSN 0276-7333

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Official URL: http://pubs.acs.org/doi/abs/10.1021/om980338q

Related URL: http://dx.doi.org/10.1021/om980338q

Abstract

When a benzene solution containing the Fischer carbene complex [(CO)6Fe2Se2{μ-C(Ph)=C-C(OEt)=Cr(CO)5}] (6) and phenylacetylene, diphenylacetylene, 1-hexyne, or 3-hexyne is subjected to reflux, the substituted cyclopentadienylchromium complexes [Fe2(CO)6Se2{μ-(CO)3Cr(η5-C5(R)(R')(Ph)(OEt)}] (8a R = H, R' = Ph; 8b R, R' = Ph; 8c R = H, R' = (CH2)3CH3; and 8d R, R' = C2H5) are formed in 72-79% yield. The corresponding SSe analogue [(CO)6Fe2SSe{μ-C(Ph)=C-C(OEt)=Cr(CO)5}] (7) reacts with phenylacetylene or diphenylacetylene to form [Fe2(CO)6SSe{ μ-C(H)C(O)C(H)=C(η6-C6H5Cr(CO)3)C(Ph)}] (9a) or [Fe2(CO)6SSe{ μ-C(H)C(O)C(Ph)=C(η6-C6H5Cr(CO)3)C(Ph)}] (9b) in high yields (82% and 85%). All new compounds have been characterized by IR and 1H, 13C, and 77Se NMR spectroscopy, and structural types were unequivocally established by crystallographic analysis of compounds 8b and 9b.

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