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2,6-Bis{1-(phenylimino)ethyl}pyridine is a tridentate chelating ligand that forms stable coordination complexes with transition metals such as iron(II) and copper(II). These complexes exhibit catalytic activity, particularly in the synthesis of propylene carbonate from carbon dioxide and epoxides, demonstrating their potential as effective catalysts in green chemistry applications.

55137-80-9

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55137-80-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 55137-80-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,5,1,3 and 7 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 55137-80:
(7*5)+(6*5)+(5*1)+(4*3)+(3*7)+(2*8)+(1*0)=119
119 % 10 = 9
So 55137-80-9 is a valid CAS Registry Number.

55137-80-9Relevant academic research and scientific papers

New coordination complexes based on the 2,6-bis[1-(Phenylimino)ethyl] pyridine ligand: Effective catalysts for the synthesis of propylene carbonates from carbon dioxide and epoxides

Xia, Li,Wang, Wen-Zhen,Liu, Shuang,Jia, Xin-Gang,Zhang, Ying-Hui,Li, Lei-Lei,Wu, Ya,Su, Bi-Yun,Geng, Shu-Bo,Fan, Wei

, (2018)

We aimed to develop new effective catalysts for the synthesis of propylene carbonate from propylene oxide and carbon dioxide. A kind of Mx+LClx coordination complex was fabricated based on the chelating tridentate ligand 2,6-bis[1-(p

Synthesis and Properties of Iron(II) and Copper(II) Coordination Compounds with 2,6-Bis[1-(phenylimino)ethyl]pyridine

Grebenkina, M. A.,Klyushova, L. S.,Korotaev, E. V.,Lavrenova, L. G.,Lavrov, A. N.,Mishchenko, A. A.,Oleynik, I. I.,Oleynik, I. V.,Sheludyakova, L. A.

, p. 2167 - 2175 (2021/12/23)

Abstract: New iron(II) and copper(II) coordination compounds with 2,6-bis[1-(phenylimino)ethyl]pyridine (L1), Fe(L1)2SO4·H2O, Fe(L1)2(ClO4)2, Cu(L1/su

Ruthenium-Catalyzed Dehydrogenation Through an Intermolecular Hydrogen Atom Transfer Mechanism

Huang, Lin,Bismuto, Alessandro,Rath, Simon A.,Trapp, Nils,Morandi, Bill

supporting information, p. 7290 - 7296 (2021/03/01)

The direct dehydrogenation of alkanes is among the most efficient ways to access valuable alkene products. Although several catalysts have been designed to promote this transformation, they have unfortunately found limited applications in fine chemical synthesis. Here, we report a conceptually novel strategy for the catalytic, intermolecular dehydrogenation of alkanes using a ruthenium catalyst. The combination of a redox-active ligand and a sterically hindered aryl radical intermediate has unleashed this novel strategy. Importantly, mechanistic investigations have been performed to provide a conceptual framework for the further development of this new catalytic dehydrogenation system.

Zn-Templated synthesis of substituted (2,6-diimine)pyridine proligands and evaluation of their iron complexes as anolytes for flow battery applications

Braun, Jason D.,Gray, Paul A.,Herbert, David E.,Nemez, Dion B.,Sidhu, Baldeep K.

, p. 16175 - 16183 (2020/12/03)

Pseudo-octahedral iron complexes supported by tridentate N^N^N-binding, redox 'non-innocent' diiminepyridine (DIP) ligands exhibit multiple reversible ligand-based reductions that suggest the potential application of these complexes as anolytes in redox flow batteries (RFBs). When bearing aryl groups at the imine nitrogens, substitution at the 4-position can be used to tune these redox potentials and impact other properties relevant to RFB applications, such as solubility and stability over extended cycling. DIP ligands bearing electron-withdrawing groups (EWGs) in this position, however, can be challenging to isolate via typical condensation routes involving para-substituted anilines and 2,6-diacetylpyridine. In this work, we demonstrate a high-yielding Zn-templated synthesis of DIP ligands bearing strong EWGs. The synthesis and electrochemical characterization of iron(ii) complexes of these ligands is also described, along with properties relevant to their potential application as RFB anolytes.

Synthesis, characterization and 1,3-butadiene polymerization studies of cobalt dichloride complexes bearing pyridine bisoxazoline ligands

Guo, Jun,Wang, Baolin,Bi, Jifu,Zhang, Chunyu,Zhang, Hexin,Bai, Chenxi,Hu, Yanming,Zhang, Xuequan

, p. 124 - 132 (2015/01/30)

A series of ion-pair cobalt complexes bearing pyridine bisoxazoline ligands were successfully synthesized and characterized by IR spectroscopy and elemental analysis. Determined by X-ray crystallographic analysis, complexes 4a, 4b, 4e, and 4f existed as i

Iron(III) complexes with meta-substituted bis(arylimino)pyridine ligands: Catalyst precursors for the selective oligomerization of ethylene

G?rl, Christian,Beck, Nadine,Kleiber, Katharina,Alt, Helmut G.

experimental part, p. 110 - 127 (2012/02/02)

Bis(arylimino)pyridine iron(III) complexes containing meta-halogen substituents at the iminophenyl rings were synthesized and characterized. In contrast to iron(II) complexes, the presence of at least one ortho-substituent at the iminophenyl rings is not obligative for catalytic activities of these iron(III) complexes. After activation with methylaluminoxane (MAO), these catalysts oligomerize ethylene to give also internal and branched olefins besides the expected linear α-olefins. The widths of the resulting molecular weight distributions and the degrees of isomerization of the resulting oligomers strongly depend on the substitution pattern at the ligand frameworks.

Biphasic ethylene oligomerization using bis(imino)pyridine cobalt complexes in methyl-butylimidazolium organochloroaluminate ionic liquids

Thiele, Daniel,De Souza, Roberto Fernando

experimental part, p. 83 - 88 (2011/06/27)

Several bis(imino)pyridine cobalt (II) complexes have been synthesized and used in ethylene oligomerization in 1-methyl-3-butylimidazolium tetrachloroaluminate (BMI·AlCl4) ionic liquid activated by methylaluminoxane (MAO). The ligand substituti

Highly trans-1,4 selective polymerization of 1,3-butadiene initiated by iron(III) bis(imino)pyridyl complexes

Gong, Dirong,Jia, Xiaoyu,Wang, Baolin,Wang, Feng,Zhang, Chunyu,Zhang, Xuequan,Jiang, Liansheng,Dong, Weiming

body text, p. 47 - 53 (2011/08/22)

A series of 2,6-bis(imino)pyridyl iron(III) complexes of the general formula [2,6-(ArNCMe)2C5H3N]FeCl3 (Ar = -C6H5, 3a; 2-MeC6H4, 3b; 2-EtC6H4, 3c; 2-iPrC6H4, 3d; cyclohexyl, 3e; 4-MeC6H4, 3f; 4-iPrC 6H4, 3g; 4-FC6H4, 3h and 4-CF 3C6H4, 3i), activated by alkylaluminum, MAO or MMAO, have been investigated in 1,3-butadiene polymerization. Iron(III) complex (3a), with the least steric hindrance around the metal center, gives polymer up to 99% in yield in 4 h (butadiene to iron ratio = 1000), and trans-1,4 selectivity about 94.7% at room temperature in toluene, while those (3b-3d) bearing alkyl substituents at the 2-position of each N-aryl ring exhibit much lower catalytic activity and tunable trans-1,4 selectivity. Introduction of an alkyl group at the 4-position (para-position, 3f and 3g) exerts a slightly beneficial effect on the trans-1,4 selectivity, while electronegative groups at the same position (3h and 3i) affect negatively on the activity. The effects of temperature, types of cocatalyst and Al/Fe molar ratio on the polymerization behavior are investigated. More importantly, a mechanism for forming trans-1,4 structure is also proposed. Crown Copyright

Bis(arylimino)pyridine iron(III) complexes as catalyst precursors for the oligomerization and polymerization of ethylene

Goerl, Christian,Englmann, Tanja,Alt, Helmut G.

experimental part, p. 25 - 35 (2012/01/03)

A series of 26 bis(arylimino)pyridine iron(III) complexes containing either electron withdrawing or electron donating substituents in their ligand frameworks was synthesized and characterized. After activation with methylaluminoxane (MAO), these catalysts

Propylene bulk phase oligomerization with bisiminepyridine iron complexes in a calorimeter: Mechanistic investigation of 1,2 versus 2,1 propylene insertion

Babik, Sebastian Thomas,Fink, Gerhard

, p. 209 - 219 (2007/10/03)

Iron(II) complexes were synthesized with bisiminepyridine ligands of low steric demand. Activation with modified-methylaluminoxane (25 mol.% isobutyl groups) generated very active catalysts for propylene oligomerization. The oligomerizations were carried out in liquid propylene in a heat flow calorimeter. The oligomers were separated by preparative gas chromatography and the dimers and trimers analyzed using analytical gas chromatography, 1 H-NMR- and 13C-NMR-spectroscopy. With knowledge of the dimer and trimer structure, we were able to establish a mechanistic pathway for propylene insertion and obtained knowledge about the iron alkyl species involved. Analysis of the various dimers formed allowed us to determine the percentage of 1,2 versus 2,1 propylene insertions. Considering the same iron alkyl species with ligands of different steric demand, a change in the probabilities for 1,2 versus 2,1 propylene insertions can be observed. With this knowledge, the catalyst behavior for ligands of varying steric demand can be predicted.

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