49669-27-4

Upstream product

• 192642-87-8 3,3'-dimethyl-7,7'-bi[1,2,3]triazolo[1,5-a]pyridine 
• 49669-13-8 1-(6-bromopyridin-2-yl)-ethanone 
• 661-69-8 hexamethyldistannane 
• 54856-82-5 3-methyl-[1,2,3]triazolo[1,5-a]pyridine 
• 49669-14-9 2‐bromo‐6‐(2‐methyl‐1,3‐dioxolan‐2‐yl)pyridine 
• 1111635-89-2 6,6′-bis(2-methyl-1,3-dioxolan-2-yl)-2,2′-bipyridine 
• 626-05-1 2,6-Dibromopyridine 
• 49669-22-9 6,6'-Dibromo-2,2'-bipyridine 
• 127-19-5 N,N-dimethyl acetamide 

Downstream Products

• 87007-76-9 (E)-3-p-Tolyl-1-[6'-((E)-3-p-tolyl-acryloyl)-[2,2']bipyridinyl-6-yl]-propenone 
• 1111635-91-6 6,6'-bis(ketimino)-2,2'-bipyridine (2,6-diisopropylanil) 
• 157557-38-5 4',4''''-bis(4-tert-butylphenyl)-2,2':6',2'':6'',2''':6''',2'''':6'''',2'''''-sexipyridine 
• 185898-05-9 4',4''''-diphenyl-2,2':6',2'':6'',2''':6''',2'''':6'''',2'''''-sexipyridine 
• 87007-77-0 (E)-3-(4-Ethyl-phenyl)-1-{6'-[(E)-3-(4-ethyl-phenyl)-acryloyl]-[2,2']bipyridinyl-6-yl}-propenone 

Relevant academic research and scientific papers

Metal-ion-induced self-assembly of functionalized 2,6-oligopyridines. 1. Ligand design, synthesis, and characterization

Synthetic sequences utilizing α-oxoketene dithioacetal and enolate chemistry have been developed for the preparation of new functionalized bipyridines, terpyridines, quaterpyridines, quinquepyridines, sexipyridines, septipyridines, octipyridines, novipyridines, and decipyridines. Obtained in moderate to good yields, these oligopyridines were characterized by analytical and spectral data and, for sexipyridine, by X-ray crystallography.

Vinylation of Aldehydes Using Mn/Cr Alloy and a N4-Ligand/NiII-Catalyst

We report an efficient and practical protocol for the Cr/Ni-catalyzed vinylation of aldehydes, based on the use of Mn/Cr alloy (ca. 10% Cr) and TMSCl. No additional Cr salts need to be added. In the presence of NiCl2 (0.3 mol%) and a bis(ketimino)-2,2′-bipyridine as N4-chelating ligand (1 mol%), the vinylations proceed smoothly at room temperature. The presence of catalytic amounts of MeOH and LiOAc as additives was found to further promote the efficiency of the catalytic system, even in the absence of the ligand. Detailed reaction monitoring revealed that LiOAc accelerates the product alcohol silylation, thus increasing the turnover rate.

Solid and solution state flexibility of sterically congested bis(imino)bipyridine complexes of zinc(II) and nickel(II)

Two new sterically demanding bis(imino)bipyridine ligands, 6,6′-{(2,6-i-Pr2C6H3)NCR} 2C10H6N2 (R = H (L1), Me (L2)), have been prepared in high yield by the condensation reaction of 2,6-diisopropylaniline with 6,6′-(OCR)2C10H 6N2 (R = H, Me). Palladium(0)-mediated cross coupling of 2-(Bu3Sn)-6-{C(Me)OCH2CH2O}C5H 3N with 2-Br-6-{C(Me)OCH2CH2O}C 5H3N, followed by an acid-mediated deprotection, has been employed as an efficient route to the precursor 6,6′-bis(acetyl)-2, 2′-bipyridine. Reaction of aldimino L1 with two equivalents of MX 2 [MX2 = ZnCl2, NiCl2 or (DME)NiBr2] in n-BuOH at elevated temperature gives the five-coordinate mononuclear complexes [(L1)MX2] (M = Zn, X = Cl 1; M = Ni, X = Cl 2a; M = Ni, X = Br 2b) as the sole products, in which one imine group is bound and the other uncoordinated (endo-exo). In the case of diamagnetic 1, VT 1H NMR spectroscopy reveals a fast exchange process operating between the two possible forms of the endo-exo isomer which is likely to proceed via an exo-exo intermediate (ΔH? interconversion = 35.6 ± 1.5 kJ mol-1, ΔG?298 = 47.4 ± 3.3 kJ mol -1). In contrast, treatment of ketimino L2 with MCl2 (MCl2 = ZnCl2 or NiCl2) affords bimetallic [(L2)Zn2Cl4] (4) and the six-coordinate monometallic species [(L2)NiCl2] (5), respectively; in 4, L2 adopts a bis(bidentate) bonding mode (endo-endo) while in 5 it acts as tetradentate ligand (endo-endo). Prolonged standing of 1 in chlorinated solvents results in partial hydrolysis and the formation of the 6-imino-6′-formyl-2,2′- bipyridine zinc complex, [(6-{(2,6-i-Pr2C6H 3)NCMe)-6′-(CHO)C10H6N 2)ZnCl2] (3) (endo-imine, exo-formyl). Single crystal X-ray structures are reported for L1, 1, 2a, 3, 4 and 5. The Royal Society of Chemistry 2009.

Synthetic approaches to polypyridyl bridging ligands with proximal multidentate binding sites

A series of 12 bridging ligands was prepared. These ligands include a central linker appended to two 1,8-naphthyrid-2-yl or two 1,10-phenanthrolin-2- yl units. The linkers include pyridazin-3,6-diyl, 1,8-naphthyrid-2,7-diyl, 2,2′-bipyrid-6,6′-diyl, 1,10-phenanthrolin-2,9-diyl, 1,2-di(2′-pyrid-6′-yl)ethyne, and 3,6-di(2′-pyrid-6′-yl) pyridazine. The ligands were synthesized from the diacetyl derivative of the central linker by a Friedlaender condensation with either 2-aminonicotinaldehyde or 8-amino-7-quinolinecarbaldehyde. The precursor diacetyl derivatives were, in turn, prepared by pathways involving Stille and Sonogashira couplings. Examination of the electronic absorption spectra of the bridging ligands shows the strongest correlation to be between pairs of ligands having the same central linker. Complexation studies will follow.

Triazolopyridines. 18.1 nucleophilic substitution reactions on triazolopyridines; a new route to 2,2'-Bipyridines

The synthesis of some 5-, 6-, and 7-halogenotriazolopyridines is described and their reactions with nucleophiles. The formation or 7,7'-bitriazolopyridines provides a new synthesis of 2,2'-bipyridines.