78827-93-7Relevant articles and documents
Enhancement of Cation Binding in Lariat Ethers Bearing a Methyl Group at the Quaternary, Pivot Carbon Atom
Nakatsuji, Yohji,Nakamura, Tetsuya,Okahara, Mitsuo,Dishong, Dennis M.,Gokel, George W.
, p. 1237 - 1242 (1983)
A number of carbon-pivot lariat ethers have been prepared and compared, with their counterparts having a methyl group bonded to the side-arm-bearing or pivot carbon.All of the compounds examined are 15-crown-5 derivatives, and in this series, the methyl lariats invariably show a higher affinity for sodium than do the nonmethylated species.The results are less consistent in the case of potassium cation which is larger than the 15-crown-5 compound's cation binding hole.The enhanced stability constant observed for sodium with the methyl lariats is attributed to reduced s ide-arm mobility or conformational changes in either the side arm or macroring.
