Spiniello Marisa, White Jonathan M
School of Chemistry, University of Melbourne, Victoria, 3010, Australia.
Org Biomol Chem. 2003 Sep 7;1(17):3094-101. doi: 10.1039/b303453d.
Results of low-temperature X-ray structural studies for five cis-, and three trans-4-tert-butyl cyclohexanol, and six 2-adamantanol ester and ether derivatives are reported. Plots of C-OR bond distance against pKa(ROH) for derivatives of axial alcohol (5), equatorial alcohol (6) and 2-adamantanol derivatives (7) give slopes of -2.77 x 10(-3), -2.86 x 10(-3) and -3.05 x 10(-3), respectively. Given that the relative differences in the slopes are modest, no clear distinction can be made about the relative sigma-donor ability of a C-H bond and a C-C bond.
报道了五种顺式和三种反式-4-叔丁基环己醇以及六种2-金刚烷醇酯和醚衍生物的低温X射线结构研究结果。对于轴向醇（5）、赤道醇（6）和2-金刚烷醇衍生物（7）的衍生物，C-OR键长对pKa(ROH)的作图分别给出了-2.77×10⁻³、-2.86×10⁻³和-3.05×10⁻³的斜率。鉴于斜率的相对差异不大，无法对C-H键和C-C键的相对σ供体能力做出明确区分。
