Malek Belaid, Ghogare Ashwini A, Choudhury Rajib, Greer Alexander
Department of Chemistry and Graduate Center, City University of New York-Brooklyn College, Brooklyn, New York 11210, United States.
Tetrahedron Lett. 2015 Jul 22;56(30):4505-4508. doi: 10.1016/j.tetlet.2015.05.111.
The regioselective synthesis of allylic hydroperoxide sulfonates by singlet oxygenation at the air-water interface has been found to depend on the concentration of the alkene sulfonate and added calcium salt. The regioselectivity is proposed to originate from an orthogonal alkene relative to the water surface for preferential methyl hydrogen abstraction by airborne singlet oxygen in an ene reaction. The findings hint that the air-water interface is a locale for synthetic reactions.
通过在空气-水界面进行单线态氧氧化反应区域选择性合成烯丙基氢过氧化物磺酸盐,已发现这取决于烯烃磺酸盐和添加的钙盐的浓度。区域选择性被认为源于相对于水面呈正交排列的烯烃,以便在烯反应中优先被空气中的单线态氧夺取甲基氢。这些发现表明空气-水界面是合成反应的一个场所。