Configuration of meso diols produced by LiAlH4 reduction of symmetric alpha-(1-adamantyl)-beta-diketones has been determined by X-ray diffraction. Large C-C distances and C-C-C angles have been measured for these strained molecules. Most of the studied 1,3-diols, both meso and d,1, exist in solution in conformations possessing intramolecular hydrogen bond. The conformations of two diols were also studied in the crystal phase.
Morenomanas, M. ; Piniella, JF. ; Alvarezlarena, A. ; Galvez, N. ; Lloris, ME. ; et. al. X-ray, Ir and 1h-nmr Structural and Conformational Study of Highly Congested 2-alkyl-1,3-diols and of 3-(1-adamantyl)pentane-2,4-dione. In: Tetrahedron, Vol. 48, no. 17, p. 3611-3622 (1992)
