167966-98-5

Upstream product

• 131543-46-9 Glyoxal 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 1391378-25-8 2-chloro-N,N'-bis(2,6-diisopropylphenyl)-1,3-bis(2,6-dimethylphenyl)-1,3,2-diazaphospholidine-4,5-diimine 
• 1391736-69-8 N'¹, N'²-bis(2,6-diisopropylphenyl)-N¹, N²-bis (2,6-dimethylphenyl)oxalamidine 
• 167966-57-6 N,N-Bis-<2,6-Diisopropylphenyl>-oxalimidoylchlorid 

Relevant academic research and scientific papers

Assembly of Primary (Hetero)Arylamines via CuI/Oxalic Diamide-Catalyzed Coupling of Aryl Chlorides and Ammonia

A general and practical catalytic system for aryl amination of aryl chlorides with aqueous or gaseous ammonia has been developed, with CuI as the catalyst and bisaryl oxalic diamides as the ligands. The reaction proceeds at 105-120°C to provide a diverse set of primary (hetero)aryl amines in high yields with various functional groups.

Dinuclear tin(II) complex of a bulky cis-oxamide: Synthesis, characterization, crystal structure, and DFT studies

The reaction of the di-lithiated oxamide of 1 with two equivalents of SnCl2 provided the tin trans-oxamide 3. In solution, spectroscopic analysis suggests exclusively the formation of a trans-oxamide (trans-3). However, the solid state shows an

Synthesis and characterization of a 2-chloro-1,3,2-diaza-phospholidine-4,5- diimine

An oxalamidine 10a was used as precursor for the synthesis of 2-chloro-1,3,2-diaza-phospholidine- 4,5-diimine 7a. Both products were characterized by single-crystal X-ray diffraction studies which revealed for 7a the presence of an unusually short P-Cl bond distance. In contrast to other known 2-chloro-1,3,2-diazaphospholidines, 7a fails to react with gallium trichloride, trimethylsilyl trilate, or silver triflate via heterolytic P-Cl bond fission and formation of an N-heterocyclic phosphenium ion. A computational study suggests that this unusual behavior is due to the fact that the exocyclic imino-groups stabilize the P-Cl bond in 7a by diminishing the hyperconjugation between the lone-pairs of the ring nitrogen atoms and the σ*(P-Cl) orbital and destabilize at the same time the hypothetical phosphenium cation. ARKAT-USA, Inc.

Synthesis and structural investigations of Ni(II)- and Pd(II)-coordinated α-diimines with chlorinated backbones

Novel square planar Pd(II) α-diimines [PdX2{ArN{double bond, long}C(Cl)}2], where Ar = C6H5, (2,6-Me2C6H3), (2,6-iPr2C6H3) and X = Cl or Br, and the octahedral Ni(II) complex [NiBr2{(C6H5)N{double bond, long}C(Cl)}2(THF)2] have been prepared and characterised by spectroscopic methods. For two of the Pd(II) complexes and the Ni(II) complex the crystal structures were determined by X-ray crystallography. A further insight into the geometry and electronic structure of [PdBr2{(2,6-Me2C6H3)N{double bond, long}C(Cl)}2] was gained using density functional theoretical calculations (DFT). This compound resembles structurally and electronically typical olefin polymerisation pre-catalysts supported by α-diimines incorporating methyl- and 1,8-naphtalenyl substituents at the ligand backbone. The chlorine-substituted backbone of the free ligand [2,6-Me2C6H3N{double bond, long}C(Cl)]2 can be employed in further alkylation reactions to generate new multifunctional ligand prototypes with potential uses as ansa-metallocene/diimines building blocks for catalytic applications of heterobimetallic complexes.

New osmium-based reagent for the dihydroxylation of alkenes

The cis dihydroxylation of alkenes is most efficiently accomplished by reaction with osmium tetroxide. Recently, the expense and toxicity of osmium tetroxide have led to a number of attempts to harness alternative osmium-based reagents, including microencapsulation and solid support techniques. We describe here the development of a new nonvolatile, stable, and recoverable osmium-based reagent devised for the stoichiometric cis dihydroxylation of alkenes. Although attempts to make this new dihydroxylation work with catalytic amounts of this reagent were unsuccessful, we did develop a sensitive test for free osmium tetroxide leached from the reagent in situ: this test may well have uses in probing future applications of derivatized osmium reagents.