Electrochemical C−H/N−H Activation by Water‐Tolerant Cobalt Catalysis at Room Temperature

Angewandte Chemie International Edition, Год журнала: 2018, Номер 57(9), С. 2383 - 2387

Опубликована: Янв. 10, 2018

Electrochemistry enabled C-H/N-H functionalizations at room temperature by external oxidant-free cobalt catalysis. Thus, the sustainable electrocatalysis manifold proceeds with excellent levels of chemoselectivity and positional selectivity, ample scope, thus allowing electrochemical C-H activation under exceedingly mild reaction conditions in water.

Язык: Английский

---

Electroremovable Traceless Hydrazides for Cobalt-Catalyzed Electro-Oxidative C–H/N–H Activation with Internal Alkynes

Journal of the American Chemical Society, Год журнала: 2018, Номер 140(25), С. 7913 - 7921

Опубликована: Май 29, 2018

Electrochemical oxidative C–H/N–H activations have been accomplished with a versatile cobalt catalyst in terms of [4 + 2] annulations internal alkynes. The electro-oxidative C–H activation manifold proved viable an undivided cell setup under exceedingly mild reaction conditions at room temperature using earth-abundant catalysts. electrochemical catalysis prevents the use transition metal oxidants catalysis, generating H2 as sole byproduct. Detailed mechanistic studies provided strong support for facile cobaltation by initially formed cobalt(III) catalyst. subsequent alkyne migratory insertion was interrogated mass spectrometry and DFT calculations, providing formation key seven-membered cobalta(III) cycle regioselective fashion. Key to success unprecedented alkynes represented N-2-pyridylhydrazides, which we developed traceless electrocleavage strategy electroreductive samarium temperature.

Язык: Английский

---

Enantioselective Pallada‐Electrocatalyzed C−H Activation by Transient Directing Groups: Expedient Access to Helicenes

Angewandte Chemie International Edition, Год журнала: 2020, Номер 59(32), С. 13451 - 13457

Опубликована: Апрель 3, 2020

Abstract Asymmetric pallada‐electrocatalyzed C−H olefinations were achieved through the synergistic cooperation with transient directing groups. The electrochemical, atroposelective activations realized high position‐, diastereo‐, and enantio‐control under mild reaction conditions to obtain highly enantiomerically‐enriched biaryls fluorinated N−C axially chiral scaffolds. Our strategy provided expedient access to, among others, novel BINOLs, dicarboxylic acids helicenes of value asymmetric catalysis. Mechanistic studies by experiments computation key insights into catalyst's mode action.

Язык: Английский

---

Selective C(sp³)−H Aerobic Oxidation Enabled by Decatungstate Photocatalysis in Flow

Angewandte Chemie International Edition, Год журнала: 2018, Номер 57(15), С. 4078 - 4082

Опубликована: Фев. 16, 2018

A mild and selective C(sp

Язык: Английский

---

Ruthenium-Catalyzed Electrochemical Dehydrogenative Alkyne Annulation

ACS Catalysis, Год журнала: 2018, Номер 8(5), С. 3820 - 3824

Опубликована: Март 9, 2018

A ruthenium-catalyzed electrochemical dehydrogenative annulation reaction of aniline derivatives and alkynes has been developed for the synthesis indoles. Electric current is used to recycle active ruthenium-based catalyst promote H2 evolution. The electrolysis operationally convenient as it employs a simple undivided cell, proceeds efficiently in an aqueous solution, insensitive air.

Язык: Английский

---