Controlling Photoreactions with Restricted Spaces and Weak Intermolecular Forces: Exquisite Selectivity during Oxidation of Olefins by Singlet Oxygen
作者:Arunkumar Natarajan、Lakshmi S. Kaanumalle、Steffen Jockusch、Corinne L. D. Gibb、Bruce C. Gibb、Nicholas J. Turro、V. Ramamurthy
DOI:10.1021/ja070086x
日期:2007.4.1
Highly regioselective photooxidation of methyl cycloalkenes has been performed in an aqueous medium by selectively blocking two of the three allylic hydrogens through supramolecular steric effect. Hydrophobic, steric, and weak intermolecular C−H−π interactions are suggested to be responsible for the specific orientation of the olefin within a water-soluble, deep-cavity cavitand with eight carboxylic
通过超分子空间效应选择性阻断三个烯丙基氢中的两个,甲基环烯烃的高度区域选择性光氧化在水性介质中进行。疏水性、空间性和弱分子间 C-H-π 相互作用被认为是烯烃在具有八个羧酸基团的水溶性深腔空腔中的特定取向的原因。