758705-83-8

Upstream product

• 109-04-6 2-bromo-pyridine 
• 88-05-1 2,4,6-trimethylaniline 
• 504-29-0 2-aminopyridine 
• 4028-63-1 iodomesitylene 
• 5980-97-2 mesitylboronic acid 
• 108-67-8 1,3,5-trimethyl-benzene 
• 109-09-1 2-chloropyridine 

Downstream Products

• 758705-94-1 [Zr(pyridin-2-yl(2,4,6-trimethylphenyl)amido)3CH₂C₆H₅] 
• 758705-95-2 [Zr(pyridin-2-yl(2,4,6-trimethylphenyl)amido)2(neopentyl)2] 
• 758705-93-0 [Zr(pyridin-2-yl(2,4,6-trimethylphenyl)amido)3NMe₂] 
• 1262533-46-9 2,4,6-trimethylphenyl-bis(2-pyridyl)amine 

Relevant academic research and scientific papers

Sterically and polarity-controlled reactions of tBuLi with P=CH-NR heterocycles: Novel heterocyclic P- and P,O-ligands and preliminary tests in transition-metal catalysis

(1R)-1,3-Benzazaphospholes 1a-c, P=CH-NR heterocycles of the indole type, react with tBuLi in two ways, depending on the steric demand of the N-substituent and the polarity of the medium. The presence of small N-alkyl groups induces CH-deprotonation in th

Synthesis, structure, and electrochemical characterization of a mixed-ligand diruthenium(iii,ii) complex with an unusual arrangement of the bridging ligands

A mixed-ligand metal-metal bonded diruthenium complex having the formula Ru2(2,4,6-(CH3)3ap)3(O 2CCH3)Cl where ap is the anilinopyridinate anion was synthesized from the reaction of Ru2(O2CCH 3)4Cl and H(2,4,6-(CH3)3ap), after which the isolated product was structurally, spectroscopically and electrochemically characterized. The crystal structure reveals an unusual arrangement of the bridging ligands around the dimetal unit where one ruthenium atom is coordinated to one anilino and two pyridyl nitrogen atoms while the other ruthenium atom is coordinated to one pyridyl and two anilino nitrogen atoms. To our knowledge, Ru2(2,4,6-(CH3) 3ap)3(O2CCH3)Cl is the only example of a mixed-ligand diruthenium complex of the type [Ru2L 3(O2CCH3)]+, where L is an unsymmetrical anionic bridging ligand that has been structurally characterized with a (2,1) geometric conformation of the bridging ligands, all others being (3,0) . The initial Ru25+ compound in CH2Cl2 or CH3CN containing 0.1 M tetra-n-butylammonium perchlorate (TBAP) undergoes up to four one-electron redox processes involving the dimetal unit. The Ru25+/4+ and Ru25+/6+ processes were characterized under N2 using thin-layer UV-visible spectroelectrochemistry and this data is compared to UV-visible spectral changes obtained during similar electrode reactions for related diruthenium compounds having the formula Ru2L4Cl or Ru2L3(O2CCH3)Cl where L is an anionic bridging ligand. Ru2(2,4,6-(CH3) 3ap)3(O2CCH3)Cl was also examined by UV-visible and FTIR spectroelectrochemistry under a CO atmosphere and two singly reduced Ru24+ species, [Ru2(2,4,6- (CH3)3ap)3(O2CCH3)(CO)Cl] - and Ru2(2,4,6-(CH3)3ap) 3(O2CCH3)(CO) were in situ generated for further characterization. The CO-bound complexes could be further reduced and exhibited additional reductions to their Ru23+ and Ru 22+ oxidation states.

CuI/2-Aminopyridine 1-Oxide Catalyzed Amination of Aryl Chlorides with Aliphatic Amines

A class of 2-aminopyridine 1-oxides are discovered to be effective ligands for the Cu-catalyzed amination of less reactive (hetero)aryl chlorides. A wide range of functionalized (hetero)aryl chlorides reacted with various aliphatic amines to afford the desired products in good to excellent yields under the catalyst of CuI/2-aminopyridine 1-oxides. Furthermore, the catalyst system worked well for the coupling of cyclic secondary amines and N-methyl benzylamine with (hetero)aryl chlorides.

Sulfonated salicylidene thiadiazole complexes with Co (II) and Ni (II) ions as sustainable corrosion inhibitors and catalysts for cross coupling reaction

Condensation of 2,5-dihydrazinyl thiadiazole with 5-sodium sulfonate salicylaldehyde afforded dibasic tetradentate pincer N,O,O,N-salicyldiene thiadiazole ligand (H2Sanp). The novel dipolar ligand formed para-magnetic pincer complexes within Co

3H-1,3-Azaphospholo[4,5-b]pyridines-novel heterocyclic P,N-bridging or hybrid ligands: Synthesis and first d8-transition metal complexes

The first 3H-1,3-azaphospholo-pyridines 2a-c were synthesized as racemic mixtures in modest to medium yield by the reaction of N-(2-chloropyrid-3-yl)-trimethylacetimidoyl chloride 1 with RPLi2 (R = Ph, n-Bu, i-Bu), generated from RPH2/sub

Hypervalent Iodine(III) in Direct Oxidative Amination of Arenes with Heteroaromatic Amines

A novel, mild, and practical method of amination of simple nonfunctionalized arenes under metal free conditions has been developed. The approach allows coupling of electron-rich arenes with amino derivatives of electron-deficient heterocycles providing rapid access to scaffolds of bioactive compounds and is based on the application of the hypervalent iodine(III) reagent as an oxidant. Regioselective functionalization of C-H bonds of arenes by the formation of C-N bonds under organocatalytic conditions was demonstrated.

Convenient copper-mediated Chan-Lam coupling of 2-aminopyridine: Facile synthesis of N-arylpyridin-2-amines

A new and practical process for the synthesis of N-arylpyridin-2-amine derivatives has been developed. Under the assistance of copper, the desired products were produced from commercially available 2-aminopyridine and aryl boronic acids in moderate to good yields with good functional group tolerance.

Ligand free copper-catalyzed N-arylation of heteroarylamines

An efficient protocol for ligand-free Cu-catalyzed N-arylation of heteroarylamines has been developed. With the use of 1% CuI, a wide range of aryl iodides and bromides coupled with heteroarylamines to afford the corresponding products in high yields. Further, this protocol is particularly suitable for reactions of the most hindered aryl iodides with 2-aminopyridines.

Novel robust benzimidazolylidene palladium complexes: Synthesis, structure, and catalytic applications in amination of chloroarenes

A series of novel pyridine stabilized PdeNHC complexes were developed, which revealed high activities and broad substrates tolerance in the amination of various (hetero)-aryl chlorides. Besides various secondary amines, a wide range of primary anilines and aliphatic amines were also well tolerated. The results highlight us a new strategy to increase catalyst activity in the future catalyst design by alternating the σ-donor property and flexibility of NHC ligands.

Comparison of the reactivity of 2-amino-3-chloro- and 2,3- dichloroquinoxalines towards Ph2PH and Ph2PLi and of the properties of diphenylphosphanyl-quinoxaline P,N and P,P ligands

The synthesis of quinoxaline P,N ligands by monoamination of 2,3-dichloroquinoxaline (1) to 2-amino-3-chloroquinoxalines 2a,b and the subsequent substitution of chlorine by a diphenylphosphanyl group was studied. Whereas the reaction of 2a,b with Ph2PH in the presence (or absence) of catalytic amounts of palladium acetate furnished only minor amounts of the expected ligands in favor of tetraphenyldiphosphane and dechlorinated quinoxalines, the coupling with Ph2PLi in ether provided the novel NH-functional P,N hybrid ligands 3a,b with a quinoxaline scaffold in moderate to good yields. 3a is slightly and 3b somewhat more sensitive to air oxidation, leading to the P-oxides 4a,b. The more reactive 1 forms with Ph2PH only a small amount of 2-chloro-3-diphenylphosphanylquinoxaline 5 and traces of the quinoxaline-bis(phosphane) 6. The main products are 2,2′- bis(quinoxaline) and Ph2PCl, which converts residual Ph2PH into tetraphenyldiphosphane. The coupling with Ph2PLi in diethyl ether, however, gave in a fast reaction high yields of 6, exceeding those of 3a,b, with interfering NH functions. Semi-empirical quantum chemical calculations (PM6) illuminate the background of the air sensitivity of 3a,b, whereas the recently reported 6 is air stable. Preliminary studies for use of the ligands in catalysis with the air-stable 6, showed moderate to good yields in the Pd-catalyzed C-N cross coupling of 2-bromopyridine with mesityl amine. Complex formation was confirmed by isolation of the Pd complex 7. The structure elucidation of the new compounds is based on conclusive NMR data and crystal structure analyses for 2b, 3a, 4a and 4b.