L. Fitjer, M. Giersig, D. Wehle
1988
Citations
0
Influential Citations
8
Citations
Journal
Tetrahedron
Abstract
Abstract The synthesis, crystal structure, conformation and dynamics of hexaspiro[2.0.3.0.2.0.3.0.3.0.3.0]docosane 6 and hexaspiro[2.0.3.0.3.0.3.0.3.0.3.0]tricosane 7 are described. Both compounds adopt a chair conformation in the solid state and in solution. Their barriers of inversion were inaccessible by DNMR but could be determined from equilibration studies with stereoselectively labeled [l-13C]-6 and [l, l-D2]-7. The results were as follows: [l-13C]a,e -6 ΔG‡339 = 112.1 kJ/mol and [l,l-D2]a,e -7: ΔG‡423 = 136.0 kJ/mol. The stereoisomers of [l-13C]-6 and [l,l-D2]-7 thus represent two further examples of conformational isomerism within the cyclohexane family.