158525-01-0

Usage

Chemical structure

1,4-bis(pyridine-4-ylethynyl)benzene consists of a benzene ring with two pyridine rings attached to it through ethynyl linkers at the 1 and 4 positions.

Organic compound

It is an organic compound, which means it is primarily composed of carbon and hydrogen atoms.

Building block

It is commonly used as a building block for the construction of functional molecules in organic synthesis and materials science.

Electronic and optical properties

It exhibits interesting electronic and optical properties due to its extended π-conjugation.

Fluorescent probe

It can be used as a fluorescent probe in analytical chemistry.

Semiconducting properties

1,4-bis(pyridine-4-ylethynyl)benzene has potential applications in the development of organic electronic devices due to its semiconducting properties.

Applications in organic electronic devices

It can be used in the development of organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs).

Versatile uses

1,4-bis(pyridine-4-ylethynyl)benzene has versatile uses in various fields of chemistry and material science.

Upstream product

• 2510-22-7 4-pyridylacetylene 
• 624-38-4 para-diiodobenzene 
• 935-14-8 1,4-diethynylbenzene 
• 19524-06-2 4-bromopyridine hydrochloride 
• 1120-87-2 4-bromopyridin 
• 15854-87-2 4-iodopyridine 
• 241481-87-8 4-(1′-bromoethenyl)pyridine 
• 17938-13-5 1,4-Bis(trimethylsilylethynyl)benzene 

Downstream Products

• 162412-40-0 (CO)4(P(CH3)3)W(μ-1,4-bis(4'-pyridylethynyl)benzene)W(P(CH3)3)(CO)4 
• 162412-42-2 (CO)4(P(OCH3)3)W(μ-1,4-bis(4'-pyridylethynyl)benzene)W(P(OCH3)3)(CO)4 
• 213615-00-0 (μ2-η(2:2)-1,4-bis(4'-pyridylethynyl)benzene)[(C5H5)2Mo2(CO)4] 
• 37010-76-7 1,4-bis(2-(pyridin-4-yl)ethyl)benzene 

Relevant academic research and scientific papers

The Covalent and Coordination Co-Driven Assembly of Supramolecular Octahedral Cages with Controllable Degree of Distortion

Discovering and constructing novel and fancy structures is the goal of many supramolecular chemists. In this work, we propose an assembly strategy based on the synergistic effect of coordination and covalent interactions to construct a set of octahedral s

An improved preparation of 4-ethynylpyridine and its application to the synthesis of linear bipyridyl ligands

A convenient synthesis of 4-ethynylpyridine, 5, starting from 4- vinylpyridine has been developed. Compound 5 reacts readily with pyridyl- and aryl-iodides to give the linear bidentate ligands 7, 9, and 11 in excellent yields.

A macrocyclic 1,4-bis(4-pyridylethynyl)benzene showing unique aggregation-induced emission properties

A box-like macrocycle based on 1,4-bis(4-pyridylethynyl)benzene was derived in high yield. The macrocyclic fluorogen shows unique aggregation-induced emission properties.

Novel iron(II) microporous spin-crossover coordination polymers with enhanced pore size

In this Communication, we report the synthesis and characterization of novel Hofmann-like spin-crossover porous coordination polymers of composition {Fe(L)[M(CN)4]}·G [L = 1,4-bis(4-pyridylethynyl)benzene and MII = Ni, Pd, and Pt]. The spin-crossover properties of the framework are closely related to the number and nature of the guest molecules included in the pores.

Cytotoxicity of 2,2':6',2-terpyridineplatinum(II) complexes against human ovarian carcinoma

2,2':6',2''-Terpyridineplatinum(II) complexes are shown to possess cytotoxicity against a number of human ovarian tumor cell lines. Many of the complexes show similar activity against cisplatin- and doxorubicin-resistant cell lines as the parental cells suggesting that there is little or no cross- resistance with cisplatin or doxorubicin. The cytotoxicity of bis[2,2':6',2''-terpyridineplatinum(II)] complexes is strongly dependent on the nature of the linker. Bis[2,2': 6',2-terpyridineplatinum(II)] complexes with a flexible linker at the 4'-position show poor cytotoxicity; by contrast bis[2,2':6',2-terpyridineplatinum(II)] complexes with rigid and short linkers at platinum(II) are strikingly effective. Several of the compounds show greater cytotoxicity against human ovarian cell lines than carboplatin, the therapeutic agent currently advocated for the treatment of human ovarian cancers.

Determination of structural, spectral, computational and OLED properties of Ex2.2Box2+ Cyclophane and its derivatives: Experimental and computational study

Ex2.2Box2+ Cyclophane was synthesized, and spectral characterization of this compound was completed by using 1H, 13CNMR, and ESI-MS spectroscopy. Furthermore, this compound and its seven derivatives were investi

2D arrays of organic qubit candidates embedded into a pillared-paddlewheel metal-organic framework

The creation of ordered arrays of qubits that can be interfaced from the macroscopic world is an essential challenge for the development of quantum information science (QIS) currently being explored by chemists and physicists. Recently, porous metal?organic frameworks (MOFs) have arisen as a promising solution to this challenge as they allow for atomic-level spatial control of the molecular subunits that comprise their structures. To date, no organic qubit candidates have been installed in MOFs despite their structural variability and promise for creating systems with adjustable properties. With this in mind, we report the development of a pillared-paddlewheel-type MOF structure that contains 4,7-bis(2-(4-pyridyl)-ethynyl) isoindoline N-oxide and 1,4-bis(2-(4-pyridyl)-ethynyl)-benzene pillars that connect 2D sheets of 9,10-dicarboxytriptycene struts and Zn2(CO2)4 secondary binding units. The design allows for the formation of ordered arrays of reorienting isoindoline nitroxide spin centers with variable concentrations through the use of mixed crystals containing the secondary 1,4-phenylene pillar. While solvent removal causes decomposition of the MOF, magnetometry measurements of the MOF containing only N-oxide pillars demonstrated magnetic interactions with changes in magnetic moment as a function of temperature between 150 and 5 K. Variable-temperature electron paramagnetic resonance (EPR) experiments show that the nitroxides couple to one another at distances as long as 2 nm, but act independently at distances of 10 nm or more. We also use a specially designed resonance microwave cavity to measure the face-dependent EPR spectra of the crystal, demonstrating that it has anisotropic interactions with impingent electromagnetic radiation.

The role of weak interactions in controlling the mode of interpenetration in hybrid ultramicroporous materials

The aromatic core in dipyridyl linker ligands is found to impact the mode of 2-fold interpenetration in hybrid ultramicroporous materials formed by pillared square grid networks. An analysis of the crystal structures suggests that linker conformation and weak interactions between the linkers in adjacent networks might explain this phenomenon.

Self-assembling molecular capsules based on α,γ-cyclic peptides

A new capsule based on a β-sheet self-assembling cyclic peptide with the ability to recognize and release several guests is described. The host structure is composed of two self-complementary α,γ-cyclic peptides bearing a Zn porphyrin cap that is used for the selective recognition of the guest. The two components are linked through two dynamic covalent bonds. The combination of binding forces, including hydrogen bonding, metal coordination, and dynamic hydrazone bonds, allows the reversible recognition of long bipyridine guests. The affinity for these ligands showed a strong dependence on the guest length. Delivery of the encapsulated ligand can be achieved by hydrolysis of hydrazones to disrupt the sandwich complex structure.

Synthesis of metalloporphyrin-based conjugated microporous polymer spheres directed by bipyridine-type ligands

Zinc porphyrin (TP-Zn)-based conjugated microporous polymer (Zn-CMP) spheres were obtained via Sonagashira-Hagihara cross coupling reactions between 5,10,15,20-tetrakis(4-ethynylphenyl)porphyrin-Zn(II) and brominated monomers directed by bidentate bipyrid