100084-01-3Relevant academic research and scientific papers
Thermolabile Hydrocarbons, XXVIII. Separation, Structure Analysis, and Thermolysis of a Pair of Stable Rotamers; P-(R*,R*)- and M-(R*,R*)-D,L-3,4-Di-1-adamantyl-2,2,5,5-tetramethylhexane
Flamm-ter Meer, Manuela A.,Beckhaus, Hans-Dieter,Peters, Karl,von Schnering, Hans-Georg,Fritz, Hans,Ruechardt, Christoph
, p. 1492 - 1510 (2007/10/02)
Three diastereomeric hydrocarbons 7 were formed on reaction of 1-adamantyl-1,1-dibromo-2,2-dimethylpropane with magnesium.They were separated by fractional crystallization and identified 1H NMR spectroscopy and X-ray crystallography as meso-7 and the two rotamers of D,L-7 mentioned in the title.They are the first examples of simple aliphatic hydrocarbon rotamers, which do not interconvert at room temperature and above.Analogous 1-norbornyl derivatives were also obtained but could not be separated.The kinetics and the products of thermolysis of these hydrocarbons were investigated.
