1977
DOI: 10.1039/p29770001011
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X-Ray structure of a novel product formed from 2,5-dimethylhex-3-yne-2,5-diol by catalytic action of dibromobis(triphenylphosphine)nickel

Abstract: When heated under reflux in toluene in the presence of [ (Bu",P),NiBr,],2.5-dimethyIhex-3-yne-2.5-diol is not converted into the expected simple polymerization product. X -Ray structural analysis shows the novel product to be 1 '-(1,3-dihydro-7-isopropenyl-6-isopropyl-l,1,4,4-tetramethylfuro[3,4-c] pyran-3-ylidenemethyl) -1.3-dihydro-7-isopropenyl-6-isopropyl-l,1,4,4,5',5'-hexamethylfuro[3,4-c] pyran-3-spiro-3'-cyclohexene, in agreement with other physical data. The same product was obtained with [(Ph,P), NiBr… Show more

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Cited by 7 publications
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“…However, in some instances, partial dehydration occurs on nickel; for example 2,5-dimethylhex-3-yne-2,5-diol undergoes linear/ cyclic oligomerization (5 alkyne molecules) with loss of water and formation of ether linkages. 25 Finally, the (carbonylative) formation of oxygenated metallacycles and of lactones from unsaturated diols in the presence of diiron nonacarbonyl has been reported; in this process loss of hydrogen and/or of water occurs. 26…”
Section: Reaction Pathwaysmentioning
confidence: 99%
“…However, in some instances, partial dehydration occurs on nickel; for example 2,5-dimethylhex-3-yne-2,5-diol undergoes linear/ cyclic oligomerization (5 alkyne molecules) with loss of water and formation of ether linkages. 25 Finally, the (carbonylative) formation of oxygenated metallacycles and of lactones from unsaturated diols in the presence of diiron nonacarbonyl has been reported; in this process loss of hydrogen and/or of water occurs. 26…”
Section: Reaction Pathwaysmentioning
confidence: 99%