Home Pyridines 72914-19-3
72914-19-3,MFCD01863731
Catalog No.:AA0033RS

72914-19-3 | 4,4'-Di-tert-butyl-2,2'-bipyridine

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  • Technical Information
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Technical Information
Catalog Number:
AA0033RS
Chemical Name:
4,4'-Di-tert-butyl-2,2'-bipyridine
CAS Number:
72914-19-3
Molecular Formula:
C18H24N2
Molecular Weight:
268.3966
MDL Number:
MFCD01863731
SMILES:
CC(c1ccnc(c1)c1nccc(c1)C(C)(C)C)(C)C
Properties
Properties
 
BP:
395.4°C at 760 mmHg  
Form:
Solid  
MP:
159-161 °C(lit.);  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
278  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
4.8  

Literature

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Title: Synthesis of 2- and 2,7-functionalized pyrene derivatives: an application of selective C-H borylation.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120416

Title: An octanuclear molybdenum(VI) complex containing coordinatively bound 4,4'-di-tert-butyl-2,2'-bipyridine, [Mo8O22(OH)4(di-tBu-bipy)4]: synthesis, structure, and catalytic epoxidation of bio-derived olefins.

Journal: Inorganic chemistry 20120319

Title: Photophysical properties of 4,4'-di-tert-butyl-2,2'-bipyridine supported 6-membered 2,2'-diphenyl-X platinacycles (X = CH2, NMe, O).

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Title: Thiocyanate linkage isomerism in a ruthenium polypyridyl complex.

Journal: Inorganic chemistry 20111205

Title: μ-Oxido-bis-[chlorido(4,4'-di-tert-butyl-2,2'-bipyridine-κN,N')dioxido-molybdenum(VI)] 0.2-hydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20111201

Title: Tris(4,4'-di-tert-butyl-2,2'-bipyridine-κN,N')molybdenum(II) μ(6)-oxido-dodeca-μ(2)-oxido-hexa-oxidohexa-molybdate(VI) acetonitrile tetra-solvate.

Journal: Acta crystallographica. Section E, Structure reports online 20111201

Title: Enhanced luminescent iridium(III) complexes bearing aryltriazole cyclometallated ligands.

Journal: Inorganic chemistry 20111121

Title: Synthesis, structures and reactivity of ruthenium nitrosyl complexes containing Kläui's oxygen tripodal ligand.

Journal: Dalton transactions (Cambridge, England : 2003) 20111107

Title: Novel heterotetranuclear V2Mo2 or V2W2 complexes with 4,4'-di-tert-butyl-2,2'-bipyridine: syntheses, crystal structures, and catalytic activities.

Journal: Inorganic chemistry 20111017

Title: Coumarin phosphorescence observed with N^N Pt(II) bisacetylide complex and its applications for luminescent oxygen sensing and triplet-triplet-annihilation based upconversion.

Journal: Dalton transactions (Cambridge, England : 2003) 20110821

Title: Synthesis of Pd3Tl and Pd6Tl2 complexes based on a trinuclear aryl-palladium(II) complex acting as a metallaligand toward thallium(I) through Tl-arene and Tl-I bonds.

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Title: Formation of assemblies comprising Ru-polypyridine complexes and CdSe nanocrystals studied by ATR-FTIR spectroscopy and DFT modeling.

Journal: Langmuir : the ACS journal of surfaces and colloids 20110705

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Journal: Inorganic chemistry 20110516

Title: Phenanthrene synthesis by iron-catalyzed [4+2] benzannulation between alkyne and biaryl or 2-alkenylphenyl Grignard reagent.

Journal: Journal of the American Chemical Society 20110504

Title: Heterobimetallic Ru(II)-Eu(III) complex as chemodosimeter for selective biogenic amine odorants detection in fish sample.

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Title: Photochemical synthesis of intensely luminescent isocyano rhenium(I) complexes with readily tunable structural features.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20101210

Title: Long-lived emissive intra-ligand triplet excited states (3IL): next generation luminescent oxygen sensing scheme and a case study with red phosphorescent diimine Pt(II) bis(acetylide) complexes containing ethynylated naphthalimide or pyrene subunits.

Journal: The Analyst 20101101

Title: Re(bipy-tBu)(CO)3Cl-improved catalytic activity for reduction of carbon dioxide: IR-spectroelectrochemical and mechanistic studies.

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Title: Oxidative addition reaction of diarylplatinum(II) complexes with MeI in ionic liquid media: a kinetic study.

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Title: Naphthalimide phosphorescence finally exposed in a platinum(II) diimine complex.

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Title: Synthesis and reactivity of oxo-peroxo-vanadium(V) bipyridine compounds.

Journal: Inorganic chemistry 20100301

Title: Luminescence change by the solvent of crystallization, solvent reorganization, and vapochromism of neutral dicyanoruthenium(II) complex in the solid state.

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Title: Reactivity of ortho-substituted aryl-palladium complexes towards carbodiimides, isothiocyanates, nitriles, and cyanamides.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20100111

Title: Oxidative addition to U(V)-U(V) dimers: facile routes to uranium(VI) bis(imido) complexes.

Journal: Inorganic chemistry 20091221

Title: Microwave-assisted synthesis and crystal structure of oxo(diperoxo)(4,4'-di-tert-butyl-2,2'-bipyridine)-molybdenum(VI).

Journal: Molecules (Basel, Switzerland) 20090916

Title: Photophysics of an intramolecular hydrogen-evolving Ru-Pd photocatalyst.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20090803

Title: 4,4'-Di-tert-butyl-2,2'-bipyridine.

Journal: Acta crystallographica. Section E, Structure reports online 20090801

Title: Electron transfer in platinum(II) diimine-centered triads: mechanistic insights from photoinduced transient displacement current measurements.

Journal: The journal of physical chemistry. A 20090611

Title: Supramolecular organoplatinum(iv) chemistry: a nanotube structure supported by hydrogen bonds.

Journal: Dalton transactions (Cambridge, England : 2003) 20090514

Title: Slow hydrogen atom transfer reactions of oxo- and hydroxo-vanadium compounds: the importance of intrinsic barriers.

Journal: Journal of the American Chemical Society 20090408

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Title: Bis(2,6-dimethyl-pyridine-κN)gold(I) tetra-chloridoaurate(III).

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Title: A new optical/electrochemical Na+ sensor based on platinum(II) complexes containing crown ether annelated dithiolate ligands.

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Title: Syntheses, structures, and electrochemical properties of platinum(II) complexes containing di-tert-butylbipyridine and crown ether annelated dithiolate ligands.

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Title: Iridium(III) silyl alkyl and iridacyclic compounds supported by 4,4'-di-tert-butyl-2,2'-bipyridyl.

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Title: Ultrafast excited-state excitation dynamics in a quasi-two-dimensional light-harvesting antenna based on ruthenium(II) and palladium(II) chromophores.

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Title: Synthesis, characterization, and photophysical properties of Os(II) diimine complexes [Os(N(wedge)N)(CO)(2)I(2)] (N(wedge)N = bipyridine, phenanthroline, and pyridyl benzoxazole).

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Title: Thermodynamic studies of the binding of bidentate nitrogen donors with methyltrioxorhenium (MTO) in CHCl3 solution.

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Title: Indium tin oxide electrodes modified with tris(2,2'-bipyridine-4,4'-dicarboxylic acid) iron(II) and the catalytic oxidation of tris(4,4'-di-tert-butyl-2,2'-bipyridine) cobalt(II).

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Title: Ultrafast energy migration in platinum(II) diimine complexes bearing pyrenylacetylide chromophores.

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Title: Ir-catalyzed C-H activation in the synthesis of borylated ferrocenes and half sandwich compounds.

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Title: In vitro antimalarial activity of a series of cationic 2,2'-bipyridyl- and 1,10-phenanthrolineplatinum(II) benzoylthiourea complexes.

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Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20011001

Application
4,4′-Di-tert-butyl-2,2′-dipyridyl emerges as a versatile ligand with a wide range of applications in catalysis and organic synthesis. Its significance lies in its role as a key component in various catalytic processes. Firstly, it serves as a ligand in the synthesis of oxidovanadium(IV) complexes, such as [VOCl2(dbbpy)(H2O)], which act as catalysts for the epoxidation of cyclooctene, demonstrating its utility in oxidation reactions. Additionally, it participates in iron-catalyzed ortho-allylation reactions of 1-arylpyrazoles via C-H activation, showcasing its role in C-H functionalization. Furthermore, it is utilized in iridium-catalyzed borylation reactions of (hetero)arenes, expanding its applications in transition metal-catalyzed cross-coupling reactions. Moreover, it facilitates iron-catalyzed arylation of heterocycles in the presence of metallic magnesium, contributing to the synthesis of diverse aromatic compounds. Lastly, it plays a role in nickel-catalyzed decarboxylation reactions of block copolymers, showcasing its versatility in transition metal-catalyzed transformations. With its diverse applications in catalysis and organic synthesis, 4,4′-Di-tert-butyl-2,2′-dipyridyl emerges as a valuable tool in the arsenal of synthetic chemists exploring innovative synthetic methodologies.
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Tags:72914-19-3 Molecular Formula|72914-19-3 MDL|72914-19-3 SMILES|72914-19-3 4,4'-Di-tert-butyl-2,2'-bipyridine |Organic_Building_Blocks