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Synthesis of Rhenabenzenes from the Reactions of Rhenacyclobutadienes with Ethoxyethyne

Authors Lin, Ran
Lee, Ka-Ho HKUST affiliated (currently or previously)
Poon, Ka Chun
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 2014
Source Chemistry - A European Journal , v. 20, (45), November 2014, p. 14885-14899
Summary Treatment of Na[Re(CO)(5)] with RCCCO2Et (R=phenyl, naphthalen-1-yl, phenanthren-9-yl and pyren-1-yl) followed by reaction with acetyl chloride and ethanol afforded the rhenacyclobutadienes Re{-C(R)C(CO2Et)C(OEt)}(CO)(4). Reactions of these rhenacyclobutadienes with HCCOEt produced rhenabenzenes Re{-C(R)C(CO2Et)C(OEt)CHC(OEt)}(CO)(4). Except for R=Ph, new rhenacyclobutadienes with pendant alkenyl substituents Re{-C(R)C(C(OEt)CH(CO2Et))C(OEt)}(CO)(4) were also isolated from these reactions. The NMR spectroscopic and X-ray structural data, as well as the aromatic stabilization energy (ASE) values suggest that the rhenabenzenes are aromatic, with extensive delocalized character.
ISSN 0947-6539
Language English
Format Article
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