Catalytic 2,3,4-hexatriene formation by terminal alkyne coupling at calcium.
Heteroleptic calcium amides effect the catalytic dimerisation of the terminal alkyne CH(3)OCH(2)C[triple bond, length as m-dash]CH to the hexatriene (CH(3)OCH(2))CH[double bond, length as m-dash]C[double bond, length as m-dash]C[double bond, length as m-dash]CH(CH(2)OCH(3)) under mild conditions; the reaction is proposed to occur via a dimeric calcium acetylide intermediate and to be promoted by polarisation of the electron density within the alkynide C[triple bond, length as m-dash]C bonds.
Department of Chemistry, Imperial College London, Exhibition Road, South Kensington, London, UK.
Anthony G M
AG
Barrett
Mark R
MR
Crimmin
Michael S
MS
Hill
Peter B
PB
Hitchcock
Sarah L
SL
Lomas
Panayiotis A
PA
Procopiou
Kogularamanan
K
Suntharalingam
D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D002073:Butanes / Q000737:chemistry; D002118:Calcium / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D019281:Dimerization; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure
D000475:Alkenes; D000480:Alkynes; D002073:Butanes; C046888:butane; D002118:Calcium