320573-10-2

Usage

Uses

Used in Catalysis:
1,10-Phenanthroline, 3,8-bis[(trimethylsilyl)ethynyl]is used as a catalyst or catalyst precursor in various chemical reactions. Its chelating ability and enhanced stability make it an effective component in catalytic systems, facilitating the conversion of reactants to products with improved efficiency and selectivity.
Used in Material Science:
In the field of material science, 1,10-Phenanthroline, 3,8-bis[(trimethylsilyl)ethynyl]is utilized in the development of new materials with unique properties. Its compatibility with silicon-based chemistry allows for the creation of hybrid organic-inorganic materials, which can exhibit improved performance in areas such as electronics, photonics, and energy storage.
Used in Pharmaceutical Research:
1,10-Phenanthroline, 3,8-bis[(trimethylsilyl)ethynyl]is employed in pharmaceutical research as a potential therapeutic agent or as a component in drug delivery systems. Its ability to chelate metal ions and interact with biological molecules makes it a promising candidate for the development of new drugs and drug formulations.
Used in Silicon-based Chemistry:
Due to its compatibility with silicon-based chemistry, 1,10-Phenanthroline, 3,8-bis[(trimethylsilyl)ethynyl]is used in the synthesis of silicon-containing compounds and materials. Its presence can improve the properties of these materials, making them suitable for applications in various industries, such as semiconductor manufacturing and advanced materials development.

Upstream product

• 66-71-7 1,10-Phenanthroline 
• 100125-12-0 3,8-dibromo-1,10-phenathroline 
• 1066-54-2 trimethylsilylacetylene 

Downstream Products

• 1612886-54-0 3,8-bis((4-((trimethylsilyl)ethynyl)phenyl)ethynyl)-1,10-phenanthroline 
• 850374-72-0 3-(4-iodo-2,3,5,6-tetramethylphenylethynyl)-8-{2,3,5,6-tetramethyl-4-([1,10]phenanthrolin-3-ylethynyl)-phenylethynyl}-2,9-bis(2,4,6-trimethylphenyl)-[1,10]phenanthroline 
• 850374-69-5 3,8-bis(4-iodo-2,3,5,6-tetramethylphenylethynyl)-2,9-bis(2,4,6-trimethylphenyl)-[1,10]phenanthroline 
• 850374-70-8 3,8-bis(4-iodophenylethynyl)-2,9-bis(2,4,6-trimethylphenyl)-[1,10]phenanthroline 
• 850374-65-1 2,9-bis(2,4,6-trimethylphenyl)-3,8-bis(trimethylsilyanylethynyl)-[1,10]phenanthroline 
• 850374-68-4 3,8-bis(4-iodo-2,3,5,6-tetramethylphenylethynyl)-[1,10]phenanthroline 
• 850374-66-2 3,8-diethynyl-2,9-bis(2,4,6-trimethylphenyl)-[1,10]phenanthroline 
• 850374-64-0 2-(2,4,6-trimethylphenyl)-3,8-bis(trimethylsilyanylethynyl)-[1,10]phenanthroline 
• 640297-84-3 3,8-bis(ethynyl)-1,10-phenanthroline 

Relevant academic research and scientific papers

A self-assembled supramolecular optical sensor for Ni(II), Cd(II), and Cr(III)

A new chromogenic supramolecular sensor for transition metals is reported. It is based on a newly designed phenanthroline-containing molecule that self-assembles via an organometallic "clip" into a supramolecular optical sensor for metals.

Photophysical Properties of Oligo(phenylene ethynylene) Iridium(III) Complexes Functionalized with Metal-Anchoring Groups

The electrochemical and photophysical properties of a family of conjugated ligands and their iridium(III) cyclometallated complexes are described. They consist of a series of monocationic IrIII bis-2-phenylpyridine complexes with p-phenylethynyl-1,10-phenanthroline ligands of different length. The structure of these ligands includes terminal acetylthiol or pyridine groups, which can provide good electrical contacts between metal electrodes. Cyclic voltammetry, absorption and emission spectroscopy, laser flash photolysis and density functional theory calculations reveal that the high conjugation of the diimine ligand affords small energy gaps between the frontier orbitals. Nevertheless, the nature of the terminal substituents and the extent of the conjugation in the diimine ligand have little influence on the photophysical features at room temperature. The spectroscopic data and theoretical calculations agree that the charge-transfer nature of the emitting excited state is maintained along the series at room temperature, whereas in rigid matrices ligand-centred states also contribute to the low-temperature emission. The good conducting features of the diimine ligands, the small dependence of the HOMO-LUMO (HOMO = highest occupied molecular orbital, LUMO = lowest unoccupied molecular orbital) gaps of these complexes on the ligands and the charge-transfer nature of the emitting excited state make these complexes promising test beds for the study of photoconducting phenomena in molecular junctions.

Effect of metal complexation on the conductance of single-molecular wires measured at room temperature

The present work aims to give insight into the effect that metal coordination has on the room-temperature conductance of molecular wires. For that purpose, we have designed a family of rigid, highly conductive ligands functionalized with different termina

Fast pirouetting motion in a pyridine bisamine-containing copper-complexed rotaxane

The present work reports the introduction of pyridine bisamine terdentate ligands in the structure of a pirouetting copper rotaxane. Rotaxane 2[PF 6] constitutes the first example of the incorporation of imine-based dynamic covalent chemistry in the synthesis of switchable copper-complexed interlocked systems. In this rotaxane, the substitution of the classical terpyridine terdentate unit by a pyridine bisamine moiety has led to a significant stabilization of the pentacoordinated site. That fact has been evidenced by EPR spectroscopy and cyclic voltammetry. Regarding the tetracoordinated site, the congestion around the coordination sphere has been reduced to accelerate the typically slow reorganization of the CuII. Ethynyl-3,8-substitution on the axis phenanthroline along with the 2,9-diphenyl-1,10-phenanthroline (dpp) present in the macrocycle afforded a very stable coordination environment for CuI, which is at the same time labile upon oxidation. In summary, the incorporation of a pyridine bisamine unit as a terdentate ligand and the optimization of the bidentate ligand of the axle not only has led to a simplification of the synthetic procedures, but it has also given rise to a bistable systems with an enhanced energetic separation between states and an acceleration of the reorganization processes. Thus far, rotaxane 2[PF6] presents the fastest switching cycle reported to date in copper-interlocked dynamic systems.

Synthesis of water soluble PEG-functionalized iridium complex via click chemistry and application for cellular bioimaging

A water soluble iridium (III) complex was prepared via click chemistry. It shows the bright red phosphorescence centered at 625 nm with a quantum yield of ～ 1.4% in the phosphate buffered saline (PBS) solution. Furthermore, it has low cytotoxicity, good m

Synthesis of soluble, linear trisphenanthrolines

The preparation of several soluble, linear trisphenanthrolines is described. The ligands are designed along the HETPHEN concept as precursors for heteroleptic bisphenanthroline metal ion complexes. Hence, they are important building blocks for various sup

Synthesis of ladder polyaromatics as new molecular device candidates

In order to investigate one of the proposed molecular electronics switching mechanisms, we synthesized several molecules whose cores are unable to undergo conformational rotation. Preparation of these molecules, all of which are terminated with the thioac

Segmented multitopic ligands constructed from bipyrimidine, phenanthroline, and terpyridine modules

Starting from bromo-substituted 2,2′-bipyrimidine or 1,10-phenanthroline building blocks, the preparation in a first step of ethynyl grafted molecules allows the production in a second step of multitopic ligands by cross-coupling with difunctionalised chelating molecules. Various combinations allow the interconnection of bipyrimidine to terpyridine, pyrene, or phenanthroline fragments. When two alkyne functions are present, a simple protocol gives a large variety of linear or bent ligands with an increasing number of nitrogen atoms. It was also possible to construct a linear complex capped at the periphery by ruthenium(II) centers and retaining an uncomplexed phenanthroline fragment in its core.

A highly regioselective Sonogashira coupling as a key step in the preparation of the first phenanthroline with two diverse reactive groups in 3,8-positions

(Matrix presented) The preparation of 3,8-unsymmetric phenanthrolines is described. Desymmetrization of 3,8-dibromophenanthroline was achieved after monoarylation followed by regioselective Pd-catalyzed monoalkynylation that was controlled by the methoxy