Please use this identifier to cite or link to this item: http://hdl.handle.net/1783.1/67503

Rhenabenzenes and Unexpected Coupling Products from the Reactions of Rhenacyclobutadienes with Ethoxyethyne

Authors Lin, Ran HKUST affiliated (currently or previously).
Lee, Kaho HKUST affiliated (currently or previously)
Sung, Herman Ho Yung HKUST affiliated (currently or previously)
Williams, Ian Duncan View this author's profile
Lin, Zhenyang View this author's profile
Jia, Guochen View this author's profile
Issue Date 2015
Source Organometallics , v. 34, (1), January 2015, p. 167-176
Summary Treatment of Na[Re(CO)(5)] with methyl 3-(naphthalen-1-yl)propiolate (NpC=CCO2Me) followed by acetyl chloride and alcohols ROH (R = Me, Pr-n) afforded the rhenacyclobutadiene complexes Re{-C(Np)-C(CO2Me)C(OR)-}(CO)(4). Reactions of these rhenacyclobutadiene complexes with HC=COEt produced the rhenabenzene complexes Re{-C(Np)-C(CO2Me)C(OR)-CHC(OEt)-}(CO)(4) and new rhenacyclobutadienes with a pendant vinyl substituent Re{-C(Np)-C(C(OR)-CH(CO2Et))C(OMe)-}(CO)(4). In the vinyl-substituted rhenacyclobutadiene products, the ethyl of the ester group is from the alkyne HC=COEt, the alkyl of the ReC(OR) group is from the ester group of the starting rhenacyclobutadienes, and the alkyl group of the OR of the vinyl substituent is from the ReC(OR) group of the starting rhenacyclobutadienes. A plausible mechanism for the formation of the vinyl-substituted rhenacyclobutadienes is discussed.
ISSN 0276-7333
Language English
Format Article
Access View full-text via DOI
View full-text via Web of Science
View full-text via Scopus
Find@HKUST