Electro-inductive effect: Electrodes as functional groups with tunable electronic properties

doi:10.1126/science.abb6375

GSTDTAP > 气候变化

DOI	10.1126/science.abb6375
	Electro-inductive effect: Electrodes as functional groups with tunable electronic properties
	Joon Heo; Hojin Ahn; Joonghee Won; Jin Gyeong Son; Hyun Kyong Shon; Tae Geol Lee; Sang Woo Han; Mu-Hyun Baik
	2020-10-09
发表期刊	Science
出版年	2020
英文摘要	In organic chemistry, reaction rates are often sensitive to substituents that either donate or withdraw electron density from a reactive carbon center. Heo et al. now report that when reactants are tethered to an electrode, the polarization effect of an applied potential can exert an analogous influence, essentially acting as a tunable functional group. The authors demonstrate rate modulations in ester hydrolysis and arene cross-coupling, as well as a two-step acid-to-amide conversion that benefits from inversion of the polarization midway through the reaction. Science , this issue p. [214][1] In place of functional groups that impose different inductive effects, we immobilize molecules carrying thiol groups on a gold electrode. By applying different voltages, the properties of the immobilized molecules can be tuned. The base-catalyzed saponification of benzoic esters is fully inhibited by applying a mildly negative voltage of –0.25 volt versus open circuit potential. Furthermore, the rate of a Suzuki-Miyaura cross-coupling reaction can be changed by applying a voltage when the arylhalide substrate is immobilized on a gold electrode. Finally, a two-step carboxylic acid amidation is shown to benefit from a switch in applied voltage between addition of a carbodiimide coupling reagent and introduction of the amine. [1]: /lookup/doi/10.1126/science.abb6375
领域	气候变化 ; 资源环境
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文献类型	期刊论文
条目标识符	http://119.78.100.173/C666/handle/2XK7JSWQ/298100
专题	气候变化资源环境科学
推荐引用方式 GB/T 7714	Joon Heo,Hojin Ahn,Joonghee Won,et al. Electro-inductive effect: Electrodes as functional groups with tunable electronic properties[J]. Science,2020.
APA	Joon Heo.,Hojin Ahn.,Joonghee Won.,Jin Gyeong Son.,Hyun Kyong Shon.,...&Mu-Hyun Baik.(2020).Electro-inductive effect: Electrodes as functional groups with tunable electronic properties.Science.
MLA	Joon Heo,et al."Electro-inductive effect: Electrodes as functional groups with tunable electronic properties".Science (2020).