School of Chemistry and the Bio21 Institute, The University of Melbourne, Australia.
Org Biomol Chem. 2013 May 21;11(19):3151-8. doi: 10.1039/c3ob40288f. Epub 2013 Mar 27.
Application of the variable oxygen probe to derivatives of (4-methoxycarbonyl)cubylmethanol 11 demonstrated a strong response of C-OR bond distance to the electron demand of the OR substituent, consistent with an enhanced σ-donor ability of the strained C-C bonds of cubane. The extent of cubane donor ability was found to be superior to an unstrained donor 13, comparing data extracted from the Cambridge Structural Database (T. W. Cole, Ph.D. Dissertation, University of Chicago, 1966), but weaker than the previously studied cyclopropane donors. Structural evidence is also found for σCC-π*CO interactions in these structures.
应用可变氧探针于（4-甲氧羰基）立方烷甲醇 11 的衍生物表明，C-OR 键距离对 OR 取代基的电子需求有强烈的响应，这与立方烷的应变 C-C 键具有增强的 σ-给体能力一致。从剑桥结构数据库（T.W.Cole，芝加哥大学博士论文，1966 年）中提取的数据比较发现，立方烷供体的能力程度优于未应变的供体 13，但比之前研究的环丙烷供体弱。在这些结构中也发现了 σCC-π*CO 相互作用的结构证据。
