利用可见光触发的环己烯形成实现醇的反热力学保护
Exploiting Visible Light Triggered Formation of -Cyclohexene for the Contra-thermodynamic Protection of Alcohols.
作者信息
Das Pritha, DeSpain Megan, Ethridge Avery, Weaver Jimmie D
机构信息
107 Physical Science, Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma 74078, United States.
出版信息
Org Lett. 2023 Oct 13;25(40):7316-7321. doi: 10.1021/acs.orglett.3c02666. Epub 2023 Sep 29.
Abstract
We report herein a method for the contra-thermodynamic protection and thermodynamic deprotection of alcohols in which all reagents are returned to their original state. This is accomplished by the use of visible light photochemical energy to drive the formation of a highly strained -()-cyclohexene. At STP the product ethers contain more potential energy than the starting materials and, thus, can be catalytically returned to the starting materials, effectively realizing a protection-deprotection scheme paid for with an energy currency.
摘要
我们在此报告一种用于醇类的反热力学保护和热力学脱保护的方法，其中所有试剂都能恢复到其原始状态。这是通过利用可见光光化学能量来驱动形成高度张力的（）-环己烯来实现的。在标准温度和压力下，产物醚比起始原料含有更多的势能，因此，可以通过催化作用使其回到起始原料，有效地实现一种以能量货币支付的保护-脱保护方案。
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