136413-50-8

Basic information

• Product Name: 6,6'-bis-(phenylethynyl)-2,2'-bipyridine
• Synonyms: 6,6'-bis-(phenylethynyl)-2,2'-bipyridine
• CAS NO: 136413-50-8
• Molecular Weight: 356.426
• Mol File: 136413-50-8.mol

Chemical Properties

• CAS DataBase Reference: 6,6'-bis-(phenylethynyl)-2,2'-bipyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 6,6'-bis-(phenylethynyl)-2,2'-bipyridine(136413-50-8)
• EPA Substance Registry System: 6,6'-bis-(phenylethynyl)-2,2'-bipyridine(136413-50-8)

Safety Data

• Hazardous Substances Data: 136413-50-8(Hazardous Substances Data)

Upstream product

• 626-05-1 2,6-Dibromopyridine 
• 49669-22-9 6,6'-Dibromo-2,2'-bipyridine 
• 536-74-3 phenylacetylene 

Relevant articles and documents

Exo- and Endo-Receptors in One. A Novel Class of Supramolecular Structures Housing Transition-Metal-Binding Bi- and Terpyridine Units alongside Lithium Ion-Selective Trispirotetrahydrofuranyl Components

The preparation of bipyridine and terpyridine ligands covalently linked via acetylenic and alkoxy tethers to rigid inositol orthoformate platforms is described. The constitution of compounds 3-6 is such that latent exo- and endo-receptor properties are si

A conjugated microporous polymer as a recyclable heterogeneous ligand for highly efficient regioselective hydrosilylation of allenes

Pyridines containing adjacent CC bonds were utilized as ligand units and integrated into the skeleton of conjugated microporous polymers. The resultant Pd-CMP-1 was first applied as a highly efficient heterogeneous catalytic system for Pd-catalyzed allene hydrosilylation towards a wide range of allenes to produce branched allylsilanes with high regioselectivity. The ligand units of the polymer, along with the confinement effect of the porous structure, jointly regulated the regioselectivity. The parts-per-million (ppm) levels of Pd, coordinated with the recyclable heterogeneous ligand, show promise for industrial applications. This work opens a new front of using CMP as an intriguing platform for developing highly efficient catalysts to control the regioselectivities in allene hydrosilylation.

Conjugated Microporous Polymer as Heterogeneous Ligand for Highly Selective Oxidative Heck Reaction

A series of pyridine-type ligands containing C C bonds were designed and synthesized for selective oxidative Heck reaction. These ligands were utilized as functional units and integrated into the skeleton of conjugated microporous polymers. 6,6′-diiodo-2,2′-bipyridine and 1,3,5-triethynylbenzene were polycondensed via Sonogashira cross-coupling strategy to afford CMP-1 material. The resultant CMP-1 was used as a heterogeneous catalytic ligand for the PdII-catalyzed oxidative Heck reaction with high linear selectivity. The linear selectivity of CMP-1 is about 30 times higher than that of bipyridine-based monomer ligand. This work opens a new front of using CMP as an intriguing platform for developing highly efficient catalysts in controlling the regioselectivity in organic reactions.

Bipyridylacetylenes 1: the synthesis of some bipyridylacetylenes via the palladium-catalyzed coupling of acetylenes with 2,2'-dibromobipyridyl, and the single crystal X-ray structure of 6,6'-bisphenylethynyl-2,2'-bipyridine

The synthesis of a series of 6,6'-diethynyl-2,2'-bipyridyls from the palladium-catalyzed coupling of 6,6'-dibromo-2,2'-bipyridine with a series of arylacetylenes is reported.The single crystal X-ray structure of 6,6'-phenylethynyl-2,2'-bipyridyl was determined.Crystal data: monoclinic, A2/a, with cell constants a = 10.0365(4), b = 9.2166(4), c = 21.4130(8) Angstroem, and β = 102.981(3) deg; Dcalc. = 1.226 g cm-3, Z = 4, Rf = 0.045, S = 1.22, using 886 reflections of the 1443 unique reflections.The packing diagram indicates essentially that the molecules pack in a layered assembly with the nitrogen atoms of the dipyridyl groups on opposite sides and with a dihedral angle of 59.85(16) deg between the pyridyl and phenyl groups.The acetylenic bond distances are normal. Key Words: acetylene, palladium, catalysis, coupling, monomers, crystal structure.