27291-95-8Relevant academic research and scientific papers
Nickel-Catalyzed Desulfitative Suzuki-Miyaura Cross-Coupling of N,N-Disulfonylmethylamines and Arylboronic Acids
Chen, Liangshun,Lang, Hongyue,Fang, Lei,Yu, Jianjun,Wang, Limin
supporting information, p. 6385 - 6389 (2016/02/18)
A nickel-catalyzed approach for the synthesis of biaryl compounds from N,N-disulfonylmethylamines and arylboronic acids has been developed. Instead of arenesulfonyl chlorides, various N,N-disulfonylmethylamines were used as the aryl source through extrusion of SO2 to give cross-coupling products in moderate to good yields. A NiCl2(dppp)-catalyzed [dppp = 1,3-bis(diphenylphosphino)propane] desulfitative Suzuki-Miyaura cross-coupling reaction between N,N-disulfonylmethylamines and arylboronic acids is described for the first time. The biaryl compounds are obtained in moderate to good yields.
Studies on alkyl-nitrogen bond formation via reductive elimination from monomeric palladium complexes in high oxidation state
Iglesias, álvaro,Mu?iz, Kilian
, p. 2007 - 2025 (2013/01/15)
Oxidation of a series of defined palladium(II) complexes bearing a bidentate ligand, and a methyl and an amidato substituent was carried out with the aim to gain a better understanding of the inherent requirements for C-N bond-formation from Pd complexes in high oxidation state. This work clarified the role of the individual nitrogen sources and has important implication for alkyl-nitrogen bond-forming reactions catalyzed by Pd. Copyright
POLYSULFONYLAMINE: TEIL LXVIII. EINFLUSS DER N,N-DISULFONYLIERUNG AUF DIE C-N-BINDUNG PRIMAERER AMINE: SYNTHESE UND FESTKOERPERSTRUKTUREN VON VIER VERBINDUNGEN DES TYPS R'-N(SO2R)2
Jones, Peter G.,Hamann, Thomas,Schaper, Wiebke,Lange, Ilona,Blaschette, Armand
, p. 91 - 104 (2007/10/03)
In order to obtain more accurate information about the bonding geometry of nitrogen in N-organyl disulfonylamines, the crystal and molecular structures of the following compounds were determined by low-temperature X-ray diffraction: N-Methyl benzene-1,2-disulfonimide (1; triclinic, space group P), N-methyl ditosylamine (2; monoclinic, P21/c), N-(cyclopropylmethyl) dimesylamine (3; monoclinic, P21/c), and N-phenyl dimesylamine (4; monoclinic, P21/c).In 2, 3 and 4, nitrogen displays a trigonal-planar CNS2 geometry, whereas the N atom of the cyclic imide 1 has a pyramidal coordination (mean C-N-S 118.3-119.5 deg for 1-4, S-N-S 112.8 deg for 1 and 121.0-123.3 deg for 2-4).All N-S bonds are short, with mean distances ranging from 166.7 to 167.9 pm.The most striking feature of the four molecular structures are the N-C bond distances (148.1 pm for 1 and 2, 149.8 pm for 3, 144.6 pm for 4), which are appreciably longer than the appropriate average N(sp2)-C(sp3) or N(sp2)-Car values (145.4 and 137.2 pm, respectively).The new compound 3 was obtained via ring contraction by treating AgN(SO2Me)2 with bromocyclobutane.The syntheses of the known compounds 1, 2 and 4 were effected by improved procedures. - Key words: N-Alkyl disulfonylamines; N-phenyl dimesylamine; synthesis; X-ray structure; long N(2p2)-C bonds
