A one-pot conversion of alkyl azides to diazo compounds is outlined. After the reaction of α-azidocarbonyl compounds with Amphos, treatment of the resulting phosphazides with silica gel in a wet solvent afforded α-diazo carbonyl products. Through the azido group protection property of Amphos, inter- and intramolecular azide-site selective reactions of azido group protection, click functionalization, and deprotection of the diazo group have been demonstrated in one pot.
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http://dx.doi.org/10.1021/acs.orglett.4c00566 | DOI Listing |
Inorg Chem
January 2025
University of Göttingen, Institute of Inorganic Chemistry, Tammannstrasse 4, D-37077 Göttingen, Germany.
Alkyl nickel intermediates relevant to catalytic processes often feature agostic stabilization, but relatively little is known about the situation in oligonickel systems. The dinickel(I) complex K[LNi], which is based on a compartmental pyrazolato-bridged ligand L with two β-diketiminato chelate arms, or its masked version, the dihydride complex [KL(Ni-H)] that readily releases H, oxidatively add methyl tosylate to give diamagnetic [LNi(CH)] () with (Ni···Ni) ≈ 3.7 Å.
View Article and Find Full Text PDFChem Sci
December 2024
State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, Collaborative Innovation Center of Advanced Microstructures, School of Chemistry and Chemical Engineering, Nanjing University Nanjing 210023 China
An efficient electrochemical strategy for the deaminative functionalization of alkyl amines has been described. The alkyl bistriflimidates were readily accessed by the treatment of alkyl amines with trifluoromethanesulfonic anhydride and unprecedentedly employed for C-N bond activation. They can be applied to a range of transformations, including borylation, sulfuration, selenation, sulfonation, Additionally, deaminative esterification and amidation can be performed under catalytic base conditions.
View Article and Find Full Text PDFACS Macro Lett
January 2025
Key Laboratory of Materials Chemistry for Energy Conversion and Storage, Ministry of Education, Hubei Key Laboratory of Materials Chemistry and Service Failure, Hubei Engineering Research Center for Biomaterials and Medical Protective Materials, State Key Laboratory of Materials Processing and Die & Mould Technology, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan 430074, China.
As a special kind of supramolecular compound with many favorable properties, pillar[]arene-based supramolecular polymer networks (SPNs) show potential application in many fields. Although we have come a long way using pillar[]arene to prepare SPNs and construct a series of smart materials, it remains a challenge to enhance the mechanical strength of pillar[]arene-based SPNs. To address this issue, a new supramolecular regulation strategy was developed, which could precisely control the preparation of pillar[]arene-based SPN materials with excellent mechanical properties by adjusting the polymer network structures.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto 611-0011, Japan.
High-performance and cost-effective hole-collecting materials (HCMs) are indispensable for commercially viable perovskite solar cells (PSCs). Here, we report an anchorable HCM composed of a triazatruxene core connected with three alkyl carboxylic acid groups (). In contrast to the phosphonic acid-containing tripodal analog (), molecules can form a hydrophilic monolayer on a transparent conducting oxide surface, which is beneficial for subsequent perovskite film deposition in the traditional layer-by-layer fabrication process.
View Article and Find Full Text PDFJ Chem Phys
January 2025
Key Laboratory of Chemistry and Chemical Engineering on Heavy-Carbon Resources, School of Chemistry and Chemical Engineering, Yili Normal University, Yining 835000, People's Republic of China.
E2 elimination and SN2 substitution reactions are of central importance in preparative organic synthesis due to their stereospecificity. Herein, atomistic dynamics of a prototype reaction of ethyl chloride with hydroxide ion are uncovered that show strikingly distinct features from the case with fluoride anion. Chemical dynamics simulations reproduce the experimental reaction rate and reveal that the E2 proceeding through a direct elimination mechanism dominates over SN2 for the hydroxide ion reaction.
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