Cyclooctane geometry

In the procedure given here, the reaction is applied to a cyclic alcohol to produce a bridged ether. The product is of interest in that it can be cleaved to produce disubstituted cyclooctanes of known geometry (cf. Chapter 6, Section V). 

Strain energy calculations for other conformations in the cyclooctane class are unfortunately not available. In particular, there are no calculations for heterocyclic eight-membered rings. Finally, there is a need for more accurate and rehable calculations, which can give not only the equilibrium geometry and the strain energy, but also the vibrational frequencies. Only a very hmited amount of work has been done along these lines. 

Weiner et al. (32) have described the application of distance geometry to the conformational analysis of cyclooctane, cyclododecane, 18-crown-6, and... 

P. K. Weiner, S. Profeta, Jr., G. Wipff, T. Havel, 1. D. Kuntz, R. Langridge, and P. A. Kollman, Tetrahedron, 39(7), 1113 (1983). A Distance Geometry Study of Ring Systems. Application to Cyclooctane, 18-Crown-6, Cyclododecane and Androstanedione. 

Tetrahedron, 39,1113 (1983). A Distance Geometry Study of Ring Systems Application to Cyclooctane, 18-Crown-6, Cyclodecane and Androstanedione. 

In the structure of 1,3,5,7-tetramethyIenecycIooctane, ideally the effect of endo-spiroconjugation should manifest itself in the geometry of the skeletal cyclooctane ring system the fourtrigonal atoms in the ring should... 

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