108295-45-0

Usage

Uses

Used in Coordination Chemistry:
2,2':6',2''-Terpyridine-4'-carbaldehyde is used as a ligand in coordination chemistry for the formation of coordination complexes. Its ability to chelate with metal ions makes it a valuable component in the design and synthesis of metal complexes with potential applications in catalysis, medicine, and materials science.
Used in Materials Science:
In the field of materials science, 2,2':6',2''-Terpyridine-4'-carbaldehyde is used as a building block for the construction of metal-organic frameworks (MOFs). These MOFs exhibit unique properties such as high porosity, tunable structures, and functionalizable surfaces, which are useful in gas storage, separation, and sensing applications.
Used in Organic Synthesis:
The aldehyde functional group in 2,2':6',2''-Terpyridine-4'-carbaldehyde makes it a versatile intermediate for the preparation of various organic compounds through condensation reactions. It can be used to synthesize a wide range of molecules with potential applications in pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Sensor Technology:
2,2':6',2''-Terpyridine-4'-carbaldehyde has been investigated for its potential use in sensor technology. Its unique electronic properties allow it to interact with various analytes, making it a promising candidate for the development of chemical and biological sensors.
Used in Optoelectronic Devices:
Due to its electronic and structural properties, 2,2':6',2''-Terpyridine-4'-carbaldehyde has potential applications in the development of optoelectronic devices such as organic light-emitting diodes (OLEDs) and photovoltaic cells. Its ability to absorb and emit light can be harnessed to improve the performance of these devices.
Used in Supramolecular Chemistry:
In supramolecular chemistry, 2,2':6',2''-Terpyridine-4'-carbaldehyde is used for the assembly of complex molecular structures through non-covalent interactions. Its ability to form coordination complexes and engage in hydrogen bonding makes it a useful component in the construction of supramolecular systems with potential applications in molecular recognition, self-assembly, and host-guest chemistry.

Upstream product

• 1122-62-9 2-acetylpyridine 
• 78570-34-0 3,3-bis(methylsulfanyl)-1-pyridin-2-ylprop-2-en-1-one 
• 99-11-6 citrazinic acid 
• 134653-69-3 4'-{[(Trifluoromethyl)sulfonyl]oxy}-2,2':6',2''-terpyridine 
• 90050-70-7 ethyl 2,6-dibromo-pyridine-4-carboxylate 
• 223463-02-3 2,6-dibromo-4-(hydroxymethyl)pyridine 
• 17997-47-6 2-tri-n-butylstannylpyridine 
• 316800-46-1 2,6-Dibromopyridine-4-carbaldehyde 
• 72036-41-0 4'-methyl-2,2':6',2''-terpyridine 
• 81874-50-2 3-(methylsulfanyl)-1,5-di(pyridin-2-yl)pent-2-ene-1,5-dione 
• 78570-35-1 2,6-bis(2-pyridinyl)-4-(methylthio)pyridine 

Downstream Products

• 148332-32-5 4'-(hydroxymethyl)-2,2';6',2''-terpyridineine 
• 1435402-64-4 7-benzyl 8-tert-butyl (5R,8S)-1-{[2,6-bis-(pyridin-2-yl)pyridin-4-yl]methyl}-2,4-dioxo-3-phenyl-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylate 
• 1435402-65-5 (5S,8S)-1-{[2,6-bis-(pyridin-2-yl)pyridin-4-yl]methyl}-2,4-dioxo-3-phenyl-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid 
• 1435402-66-6 (5R,8S)-1-{[2,6-bis-(pyridin-2-yl)pyridin-4-yl]methyl}-2,4-dioxo-3-phenyl-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid 
• 1435402-68-8 (3′S,4S,9′S,11′S)-3,3″-bis({[2,6-bis(pyridin-2-yl)pyridin-4-yl]methyl})-1,1″-diphenyldispiro[imidazolidine-4,5′-[1,7]diazatricyclo[7.3.0.03,7]-dodecane-11′,4″-imidazolidine]-2,2′,2″,5,5″,8′-hexone 
• 1435402-67-7 (5S,8S)-1-{[2,6-bis(pyridin-2-yl)pyridin-4-yl]-methyl}-2,4-dioxo-3-phenyl-7-[(prop-2-en-1-yloxy)carbonyl]-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid 
• 1435402-70-2 (3′S,4R,9′S,11′S)-3,3″-bis({[2,6-bis(pyridin-2-yl)pyridin-4-yl]methyl})-1,1″-diphenyldispiro[imidazolidine-4,5′-[1,7]diazatricyclo[7.3.0.03,7]-dodecane-11′,4″-imidazolidine]-2,2′,2″,5,5″,8′-hexone 
• 1435402-63-3 7-benzyl 8-tert-butyl (5S,8S)-1-{[2,6-bis-(pyridin-2-yl)pyridin-4-yl]methyl}-2,4-dioxo-3-phenyl-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylate 
• 1435402-61-1 (3S,5S)-1-[(benzyloxy)carbonyl]-3-({[2,6-bis-(pyridin-2-yl)pyridin-4-yl]methyl}amino)-5-[(tert-butoxy)-carbonyl]pyrrolidine-3-carboxylic acid 
• 1148-79-4 2,2':6,2''-terpyridine 
• 58345-97-4 4'-phenyl-2,2':6',2-terpyridine 
• 89372-90-7 5,10,15,20-tetrakis-(3,5-di-tert-butylphenyl)porphyrin 

Relevant academic research and scientific papers

Highly coupled two-component systems consisting of porphyrins attached to a rhodium(III) bis-terpyridine complex

A 2,2′,6′,2″-terpyridine (terpy) ligand bearing a porphyrin unit at its 4′ position has been made as well as the corresponding rhodium(III) bis-terpy complex. The porphyrin site can be metallated by zinc(II).

Attachment of a RuII Complex to a Self-Folding Hexaamide Deep Cavitand

We report the design, synthesis and characterization of a new RuII metallocavitand that is catalytically active in alkene epoxidation reactions. The elaboration of the resorcin[4]arene's aromatic cavity produced a self-folding, deep hexaamide cavitand featuring a single diverging terpyridine (tpy) group installed at its upper rim. The construction of the metallocavitand involved the initial chelation of a RuIII chloride complex by the tpy ligand followed by the incorporation of 2-(phenylazo)pyridine (azpy) as an ancillary ligand. The resulting RuII chloro complex was converted into the catalytically active aqua counterpart by a ligand exchange process.

An efficient and easy route to trimethyl derivatives of 2,2':6',2''-terpyridine

By using the Stille coupling reaction, trimethyl derivatives of 2,2':6',2''-terpyridine have been prepared in good yields.

Photoinduced processes in highly coupled multicomponent arrays based on a ruthenium(II)bis(terpyridine) complex and porphyrins

A new multicomponent array (PH2-Ru-PAu) has been synthesized, consisting of a free-base arylporphyrin and a gold(III) arylporphyrin, assembled together with a central ruthenium(II)bis(terpyridine) complex. The photophysical properties of this triad, of the molecular models and of the related dyads Ru- PH2 and Ru - PAu have been determined by steady-state and time-resolved methods. Excitation of the Ru-PH2 array in the porphyrin subunit results in energy transfer from the porphyrin singlet to the 3MLCT-excited level of the ruthenium complex (k= 2.4 x 109s-1), followed by a very fast (k > 5 x 1010 s-1) energy transfer to the porphyrin-localized triplet state with an efficiency close to unity. The role of the ruthenium in perturbing the spin multiplicity of the excited states is essential to promote the fast energy transfer between the free-base porphyrin singlet and the lowest MLCT excited state of the complex, which is formally a triplet. Excitation of the Ru-PAu dyad in the MLCT manifold of the ruthenium complex yields the porphyrin-localized triplet within our experimental resolution (20 ps) with unit efficiency. No evidence of photoinduced electron transfer emerges from our data and the observed processes are essentially ascribed to energy transfer by a Dexter-type mechanism. In the PH2-Ru-PAu triad excitation in the free-base-porphyrin subunit produces the excited singlet state, which is quenched with a rate k = 5.6 x 109 s-1. The quenching is assigned to energy transfer by a Dexter mechanism to the 3MLCT state of the ruthenium complex, which in turn transfers triplet energy very rapidly (k > 5 x 1010 s-1) to the gold porphyrin and to the free-base porphyrin units with an efficiency ratio of four. The overall quantum yield of porphyrin triplets is unity. Direct excitation in the MLCT manifold of the complex causes a similar photoinduced energy transfer to the peripheral porphyrins. Excitation of the gold(III) porphyrin in the triad produces the corresponding triplet, which is unable to promote the thermodynamically allowed triplet energy transfer to the spatially opposite free-base porphyrin. The prevalence of energy-transfer processes with respect to thermodynamically allowed electron transfer in this and related systems is discussed on the basis of the nature of the metal complex and of current theories.

Photoinduced electron- and energy-transfer processes occurring within porphyrin-metal-bisterpyridyl conjugates

Photophysical properties have been measured for zinc and free-base porphyrins covalently linked to ruthenium-(II) or rhodium(III) bisterpyridyl complexes using ultrafast transient absorption spectroscopy. The appended metal complex quenches porphyrin fluo

4-Vinyl-, 6-Vinyl-, and 4'-Vinyl-2,2':6',2''-terpyridinyl Ligands: Their Synthesis and the Electrochemistry of Their Transition-Metal Coordination Complexes

4'-Vinyl-2,2':6',2''-terpyridinyl was conveniently prepared from 2-acetylpyridine via α-oxoketene dithioacetal methodology, the intermediate 4'-(methylthio)-2,2':6',2''-terpyridinyl being converted into the corresponding 4'-methyl derivative with methylma