599-69-9Relevant articles and documents
RING-SIZE EFFECTS ON THE IONIZATION POTENTIALS OF N-SUBSTITUTED AZACYCLOALKANES
Cauletti, Carla,Di Vona, Maria Luisa,Gargano, Patrizia,Grandinetti, Felice,Galli, Carlo,Lilloci, Claudio
, p. 667 - 670 (1986)
The ionization potential of the Ione-pair electrons of nitrogen has been determined for N-methyl- and N-tosyl-azacycloalkanes by means of gas-phase u.v. photoelectron spectroscopy.The cyclic compounds examined contain small, common, medium, and large-membered rings.The ionization potentials are affected by conformational features and, in particular, by the strain present in the ring.More precisely, the IPs reflect changes of hybridization of the nitrogen Ione pair upon varying the ring size, whereby a lower or higher energy is required for the ionization process of the cyclic compounds relative to a series of open-chain alkyl amines taken as reference.Steric inhibition of resonance by the N-tosyl substituent takes place in the case of the strained small rings.
NUCLEAR MAGNETIC RESONANCE AND X-RAY DIFFRACTION STUDIES ON SOME SUBSTITUTED BENZENESULPHONAMIDES
Haekkinen, Anna-Marija,Ruostesuo, Pirko,Kivekaes, Raikko
, p. 815 - 820 (1988)
Solid-state 13C c.p.-m.a.s. and solution 13C, 15N, and 17O n.m.r. spectra were measured for toluene-p-sulphonamide, N-methyltoluene-p-sulphonamide, NN-dimethyltoluene-p-sulphonamide, p-chlorobenzenesulphonamide, and NN-simethyl-p-chlorobenzenesulphonamide.The 13C c.p.-m.a.s. n.m.r. resonance lines of the carbon atoms bonded to nitrogen show characteristic line broadening with sligthly asymmetric doublet petterns.Some differences are evident in the 13C shielding of the carbon atoms between the solid-state and solution-state spectra.In the solution spectra the 15N and 17O chemical shifts increase in conformity with the polarity order of the amides.The n.m.r. relaxation times of the methyl groups of the compounds were measured as well.The crystal structures of N-methyltoluene-p-sulphonamide and NN-dimethyltoluene-p-sulphonamide were determined by single-crystal X-ray diffraction technique and refined to final R values of 0.056 and 0.044, respectively.Except for some baely significant differences, the bond lengths and angles are similar in the two compounds.The most striking difference is the value of the C-C-S-N torsion angle.
Debenzylative Sulfonylation of Tertiary Benzylamines Promoted by Visible Light
Fu, Ying,Wu, Qing-Kui,Du, Zhengyin
supporting information, p. 1896 - 1900 (2021/04/06)
An efficient, general, inexpensive, and environmentally friendly photosynthesis of sulfonamides via visible light promoted debenzylative sulfonylation of tertiary benzylamines is described. Compared to the traditional S?N coupling reactions, which are promoted by oxidative C?N bond cleavage of symmetrical tertiary alkylamines, this strategy provides a selective C?N bond cleavage protocol and avoids the use of transition-metal, explosive oxidants, and ligands.
Controlled synthesis of N, N-dimethylarylsulfonamide derivatives as nematicidal agents
Chen, Gen-Qiang,Xia, Yan-Fei,Yang, Jin-Ming,Che, Zhi-Ping,Sun, Di,Li, Shen,Tian, Yue-E,Liu, Sheng-Ming,Jiang, Jia,Lin, Xiao-Min
, p. 1197 - 1206 (2019/12/03)
Gramine can be intelligently and efficiently supplied with N, N-dimethylamino group and then reacted with the corresponding sulfonyl chlorides to synthesize N, N-dimethylarylsulfonamides. We herein designed and controlled synthesis of N, N-dimethylarylsulfonamide derivatives, and first reported the results of the nematicidal activity of 15 title compounds 3a-o against Meloidogyne incongnita in vitro, respectively. Among all of the title derivatives, compounds 3a, 3c, 3k, and 3o exhibited potent nematicidal activity with median lethal concentration (LC50) values ranging from 0.22 to 0.26 mg/L. Most noteworthy, N, N-dimethyl-4-methoxyphenylsulfonamide (3c) and N, N-dimethyl-8-quinolinesulfonamide (3o) showed the best promising and pronounced nematicidal activity, with LC50 values of 0.2381 and 0.2259 mg/L, respectively.
