Shared posts

28 Jun 10:24

[ASAP] 3-Thioaryne Intermediates for the Synthesis of Diverse Thioarenes

by Yu Nakamura, Yoshihiro Miyata, Keisuke Uchida, Suguru Yoshida*, and Takamitsu Hosoya*

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Organic Letters
DOI: 10.1021/acs.orglett.9b01862
20 Jun 11:04

[ASAP] Ni/Cu-Catalyzed Decarboxylative Addition of Alkynoic Acids to Terminal Alkynes for the Synthesis of gem-1,3-Enynes

by Sehyeon Han†, Han-Sung Kim†, Maosheng Zhang‡, Yuanzhi Xia*‡, and Sunwoo Lee*†

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Organic Letters
DOI: 10.1021/acs.orglett.9b01625
29 Oct 11:50

Azide–Alkyne Cycloaddition (CuAAC) in Alkane Solvents Catalyzed by Fluorinated NHC Copper(I) Complex

by Maxim Topchiy, Alexandra Ageshina, Pavel Gribanov, Salekh Masoud, Timur Akmalov, Sergey Nefedov, Sergey Osipov, Mikhail Nechaev, Andrey Asachenko
European Journal of Organic Chemistry Azide–Alkyne Cycloaddition (CuAAC) in Alkane Solvents Catalyzed by Fluorinated NHC Copper(I) Complex

A highly efficient and environmentally benign protocol for copper‐catalyzed alkyne–azide cycloaddition (CuAAC) in industrially important alkane solvents was developed. New (NHCF)CuI complex decorated with bulky group [(CF3)2(O i Am)C–] exhibited the best catalytic activity in the reactions of diversely substituted alkyne and azide substrates in alkane solvents.


A highly efficient and environmentally benign protocol for copper‐catalyzed alkyne–azide cycloaddition (CuAAC) in industrially important alkane solvents was developed. New copper(I) complexes bearing NHC ligands decorated with bulky hexafluoroisopropylalkoxy group [(CF3)2(OR)C‐] were first introduced for the process. The complex with isopentyl group [(CF3)2(O i Am)C‐] exhibited the best catalytic activity in the reactions of diversely substituted alkyne and azide substrates in alkane solvents, such as hexane, heptane and cyclohexane. The new CuAAC protocol is easily scalable, synthetically robust, and reproducible; it utilizes low catalyst loadings and enables simple isolation of pure products free from any contaminants including residue of the catalyst and starting materials.

03 Apr 08:47

Understanding Immobilized Molecular Catalysts for Fuel-Forming Reactions through UV/Vis Spectroelectrochemistry

by Timothy E. Rosser and Erwin Reisner

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ACS Catalysis
DOI: 10.1021/acscatal.7b00326