Synthesis of dihydroindolizines for potential photoinduced work function alteration

Experimental and Theoretical DFT Study on Synthesis of Sterically Crowded 2,3,3,(4)5‐Tetrasubstituted‐4‐nitroisoxazolidines via 1,3‐Dipolar Cycloaddition Reactions Between Ketonitrones and Conjugated Nitroalkenes

“…All nitrones and nitroalkenes were prepared in reactions described earlier in the literature—in particular: (a) nitrones 1a , 1b , 1c , 1d , 1e in condensations of appropriate diazocompounds (diphenyldiazomethane , p,p′‐di(methylphenyl)diazomethane , diazafluorene ) with nitrosoarenes according to Staudinger procedure ; (b) methyl (E)‐3‐nitroacrylate 2b via dehydrochlorination of methyl 2‐chloro‐3‐nitropropenoate according to Schechter procedure ; (c) (E)‐3,3,3‐trichloro‐1‐nitroprop‐1‐ene in esterification/deacylation sequence of 1,1,1‐trichloro‐3‐nitropropan‐2‐ol according to Compton procedure ; (d) 2‐nitroprop‐1‐ene via dehydration of 2‐nitropropan‐1‐ol according to Buckley and Scaife methodology ; and (e) 1‐bromo‐1‐nitroethene via dehydration of 1‐bromo‐1‐nitroethane‐2‐ol according to Perekalin procedure . Nitroalkenes were redistilled under reduced pressure just before use, and their purity was tested by means of gas chromatography.…”

Multi-pyridine decorated Fe(ii) and Ru(ii) complexes by Pd(0)-catalysed cross couplings: new building blocks for metallosupramolecular assemblies

“…Compounds 4′-(3,5-dibromophenyl)-2,2′:6′,2″-terpyridine (5), 21 4-ethynylpyridine, 22 4-pyridineboronic acid pinacol ester 23 and Ru(DMSO) 4 Cl 2 24 were prepared by literature methods. Additional details are found in the ESI.…”

“…Electrochemical measurements were performed with an Eco Chemie Autolab PGSTAT 20 system using glassy carbon working and platinum auxiliary electrodes with a silver wire as a pseudoreference electrode; purified MeCN was used as the solvent and 0.1 M [nBu 4 N][PF 6 ] as the supporting electrolyte; ferrocene was added at the end of each experiment as an internal reference. Compounds 4′-(3,5-dibromophenyl)-2,2′:6′,2″-terpyridine (5), 21 4-ethynylpyridine, 22 4-pyridineboronic acid pinacol ester 23 and Ru(DMSO) 4 Cl 2 24 were prepared by literature methods. Additional details are found in the ESI.…”

“…Copper-free palladium(0)-catalysed Sonogashira coupling of 5 with 3 equiv. of freshly deprotected 4-ethynylpyridine, 22 20 mol% Pd(PPh 3 ) 4 THFdiethylamine gave ligand 2 in 84% isolated yield. The use of other common solvents gave reproducibly lower yields, for example toluene-NEt 3 : 40%; DMF-DME-NEt 3 : <5%.…”

Synthesis and Optical and Redox Properties of Symmetric and Asymmetric BODIPYs

“…Solvents for the photophysical and laser studies were of spectroscopic grade (Merck, Aldrich or Sigma) and were used without further purification. 4‐ethynylpyridine was prepared according to the literature procedure 13. All of the other reactants, ligands, and catalysts were commercially available.…”