TY - JOUR
T1 - Synthesis, characterization, and structure of cyclopenta[c]thiophenes and their manganese complexes
AU - Snyder, Chad A.
AU - Selegue, John P.
AU - Tice, Nathan C.
AU - Wallace, Chad E.
AU - Blankenbuehler, Mark T.
AU - Parkin, Sean
AU - Allen, Keith D.E.
AU - Beck, Ryan T.
PY - 2005/11/2
Y1 - 2005/11/2
N2 - 1,3-Diaryl-4H-cyclopenta[c]thiophenes are efficiently prepared from 1,2-diaroylcyclopentadienes by use of Lawesson's reagent. η5-Cyclopenta[c]thienyl complexes, [Mn(η5-SC7H3-1,3-R2)(CO)3] (R = Me, Ph), are prepared in high yield by ligand substitution reactions of [MnBr(CO)5] with [SnMe3(SC7H3-1,3-R2)]. Alternatively, thiation with P4S10/NaHCO3 converts [Mn{η5-1,2-C5H3(COR)2)(CO)3] to [Mn(η5-SC7H3-1,3-R2)(CO)3] (R = Ph, 4-tolyl, 4-MeOC6H4, benzo[2,3-b]thienyl). The molecular structures of complexes with R = Me, Ph show planar η5-cyclopenta[c]thienyl ligands, with the manganese atom slightly displaced away from the ring-fusion bond.
AB - 1,3-Diaryl-4H-cyclopenta[c]thiophenes are efficiently prepared from 1,2-diaroylcyclopentadienes by use of Lawesson's reagent. η5-Cyclopenta[c]thienyl complexes, [Mn(η5-SC7H3-1,3-R2)(CO)3] (R = Me, Ph), are prepared in high yield by ligand substitution reactions of [MnBr(CO)5] with [SnMe3(SC7H3-1,3-R2)]. Alternatively, thiation with P4S10/NaHCO3 converts [Mn{η5-1,2-C5H3(COR)2)(CO)3] to [Mn(η5-SC7H3-1,3-R2)(CO)3] (R = Ph, 4-tolyl, 4-MeOC6H4, benzo[2,3-b]thienyl). The molecular structures of complexes with R = Me, Ph show planar η5-cyclopenta[c]thienyl ligands, with the manganese atom slightly displaced away from the ring-fusion bond.
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U2 - 10.1021/ja054513n
DO - 10.1021/ja054513n
M3 - Article
C2 - 16248624
AN - SCOPUS:27544502898
SN - 0002-7863
VL - 127
SP - 15010
EP - 15011
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 43
ER -