A Laser Driven Flow Chemistry Platform for Scaling Photochemical Reactions with Visible Light DOI Creative Commons
Kaid C. Harper, Eric G. Moschetta,

Shailendra Bordawekar

и другие.

ACS Central Science, Год журнала: 2019, Номер 5(1), С. 109 - 115

Опубликована: Янв. 7, 2019

Visible-light-promoted organic reactions can offer increased reactivity and selectivity via unique reaction pathways to address a multitude of practical synthetic problems, yet few solutions exist employ these for multikilogram production. We have developed simple versatile continuous stirred tank reactor (CSTR) equipped with high-intensity laser drive photochemical at unprecedented rates in flow, achieving kg/day throughput using 100 mL reactor. Our approach flow design uses the Beer-Lambert law as guideline optimize catalyst concentration depth maximum throughput. This CSTR platform coupled rationale be applied breadth reactions.

Язык: Английский

Visible-Light-Mediated Regioselective Chlorosulfonylation of Alkenes and Alkynes: Introducing the Cu(II) Complex [Cu(dap)Cl2] to Photochemical ATRA Reactions DOI
Asik Hossain, Sebastian Engl, Eugen Lutsker

и другие.

ACS Catalysis, Год журнала: 2018, Номер 9(2), С. 1103 - 1109

Опубликована: Дек. 21, 2018

A visible-light-mediated photocatalyzed protocol utilizing copper–phenanthroline-based catalysts has been developed that can convert a large number of olefins into their chlorosulfonylated products. Besides the Cu(I) complex [Cu(dap)2]Cl, now well-established in photo-ATRA processes, corresponding Cu(II) [Cu(dap)Cl2] proved to be often even more efficient title reaction, being advantageous from an economic point view but also opening up new avenues for photoredox catalysis. Moreover, copper complexes outperformed commonly used ruthenium, iridium, or organic dye based photocatalysts, owing ability stabilize interact with transient radicals by inner sphere mechanisms. The use stoichiometric Na2CO3 combination photocatalysts was found essential unactivated desired products, contrast activated which no additive required. As suggested appropriate control experiments, role is attributed prevention poisoning catalyst.

Язык: Английский

Процитировано

194

Remote sp3 C–H Amination of Alkenes with Nitroarenes DOI Creative Commons
Jichao Xiao, Yuli He, Feng Ye

и другие.

Chem, Год журнала: 2018, Номер 4(7), С. 1645 - 1657

Опубликована: Май 17, 2018

Язык: Английский

Процитировано

189

Electrophotocatalytic Undirected C−H Trifluoromethylations of (Het)Arenes DOI Creative Commons
Youai Qiu, Alexej Scheremetjew, Lars H. Finger

и другие.

Chemistry - A European Journal, Год журнала: 2019, Номер 26(15), С. 3241 - 3246

Опубликована: Дек. 25, 2019

Electrophotochemistry has enabled arene C-H trifluoromethylation with the Langlois reagent CF3 SO2 Na under mild reaction conditions. The merger of electrosynthesis and photoredox catalysis provided a chemical oxidant-free approach for generation radical. electrophotochemistry was carried out in an operationally simple manner, setting stage challenging trifluoromethylations unactivated arenes heteroarenes. robust nature electrophotochemical manifold reflected by wide scope, including electron-rich electron-deficient benzenes, as well naturally occurring Electrophotochemical further achieved flow modular electro-flow-cell equipped in-operando monitoring unit on-line flow-NMR spectroscopy, providing support single electron transfer processes.

Язык: Английский

Процитировано

176

Electrochemical generation of nitrogen-centered radicals for organic synthesis DOI Creative Commons
Na Chen, Hai‐Chao Xu

Green Synthesis and Catalysis, Год журнала: 2021, Номер 2(2), С. 165 - 178

Опубликована: Март 29, 2021

There is a resurgence of interests in organic electrochemistry, which generally accepted as green synthetic tool. In this context, many electrochemical methods have been developed the past decade to access various nitrogen-centered radicals (NCRs) from readily available precursors controlled fashion, enabling rapid development NCR-mediated new reactions for construction nitrogen-containing compounds. review, recent advances chemistry electrochemically generated NCRs are critically highlighted, based on strategies their formation and types NCRs. Focus put mechanism generation different applications.

Язык: Английский

Процитировано

162

A Laser Driven Flow Chemistry Platform for Scaling Photochemical Reactions with Visible Light DOI Creative Commons
Kaid C. Harper, Eric G. Moschetta,

Shailendra Bordawekar

и другие.

ACS Central Science, Год журнала: 2019, Номер 5(1), С. 109 - 115

Опубликована: Янв. 7, 2019

Visible-light-promoted organic reactions can offer increased reactivity and selectivity via unique reaction pathways to address a multitude of practical synthetic problems, yet few solutions exist employ these for multikilogram production. We have developed simple versatile continuous stirred tank reactor (CSTR) equipped with high-intensity laser drive photochemical at unprecedented rates in flow, achieving kg/day throughput using 100 mL reactor. Our approach flow design uses the Beer-Lambert law as guideline optimize catalyst concentration depth maximum throughput. This CSTR platform coupled rationale be applied breadth reactions.

Язык: Английский

Процитировано

159