Air- and light-stable electrophilic difluoromethylating reagents, S-(difluoromethyl)- S-phenyl- S-(2,4,6-trialkoxyphenyl) sulfonium salts were successfully developed, and the introduction of intramolecular hydrogen bonds plays a crucial role for the stabilities and reactivities of these reagents. C-selective difluoromethylation of a broad range of β-ketoesters and malonates proceeded smoothly under mild reaction conditions to give good to excellent yields with excellent C/O regioselectivities.
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http://dx.doi.org/10.1021/acs.orglett.8b03067 | DOI Listing |
Angew Chem Int Ed Engl
March 2023
Department of Chemistry and Applied Biosciences, ETH Zürich, Vladimir-Prelog-Weg 1-5/10, 8093, Zürich, Switzerland.
Phosphane, PH -a highly pyrophoric and toxic gas-is frequently contaminated with H and P H , which makes its handling even more dangerous. The inexpensive metal-organic framework (MOF) magnesium formate, α-[Mg(O CH) ], can adsorb up to 10 wt % of PH . The PH -loaded MOF, PH @α-[Mg(O CH) ], is a non-pyrophoric, recoverable material that even allows brief handling in air, thereby minimizing the hazards associated with the handling and transport of phosphane.
View Article and Find Full Text PDFOrg Lett
November 2018
School of Pharmaceutical Sciences , Shenzhen University Health Science Center, 3688 Nanhai Ave. , Shenzhen 518060 , China.
Air- and light-stable electrophilic difluoromethylating reagents, S-(difluoromethyl)- S-phenyl- S-(2,4,6-trialkoxyphenyl) sulfonium salts were successfully developed, and the introduction of intramolecular hydrogen bonds plays a crucial role for the stabilities and reactivities of these reagents. C-selective difluoromethylation of a broad range of β-ketoesters and malonates proceeded smoothly under mild reaction conditions to give good to excellent yields with excellent C/O regioselectivities.
View Article and Find Full Text PDFNat Commun
January 2018
Institute of Inorganic Chemistry, University of Regensburg, Universitätsstr. 31, 93040, Regensburg, Germany.
The storage of metastable compounds and modifications of elements are of great interest for synthesis and other, e.g., semiconductor, applications.
View Article and Find Full Text PDFJ Am Chem Soc
April 2017
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an 710069, China.
In contrast to the stable dinitrogen molecule, white phosphorus (P) and yellow arsenic (As) are very reactive allotropic modifications of these two heavier pnictogen elements, which has greatly hampered the study of their properties and applications. Thus, the safe storage and transport of them is imperative. Supramolecular caged structures are one of the most efficient approaches for the encapsulation and stabilization of reactive species; however, their use in the P and As chemistry is very rare.
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