167482-90-8

Upstream product

• 109-97-7 pyrrole 
• 253453-32-6 2-(3,4,5-trimethoxy)phenyltetrahydro-(2H)-1,3-oxazine 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 

Downstream Products

• 360076-35-3 C₆₀H₄₄N₄O₈ 
• 1456785-02-6 bis(5-(3,4,5-trimethoxyphenyl)dipyrrinato)iron(II) 
• 1456781-38-6 5-(3,4,5-trimethoxyphenyl)dipyrromethene 
• 158432-38-3 1,9-dicyano-5-(3',4',5'-trimethoxyphenyl)dipyrromethane 

Relevant academic research and scientific papers

Synthesis of 5,15-diarylporphyrins via orthoesters condensation with aryldipyrromethanes

General access to 5,15-diarylporphyrins in two steps is described. Generalization of this approach to tetra-substituted porphyrins allows the reproducible preparation of compounds, in some cases with high yields for porphyrins, which can be used in photodynamic therapy (PDT) in cancer today.

Utility of dipyrromethane in the synthesis of some new A2B2 porphyrin and their related porphyrin like derivatives with their evaluation as antimicrobial and antioxidant agents

In this work, the dipyrromethane derivatives 2a,b were synthesized from an aldehyde and excess of pyrrole at room temperature in solvent-free conditions. The reaction of dipyrromethanes 2a,b with different aromatic aldehydes in the presence of hydrochlori

Unique versatility of Amberlyst 15. An acid and solvent-free paradigm towards synthesis of bis(heterocyclyl)methane derivatives

Bis(heterocyclyl)methanes, key intermediates for a variety of chemical, biochemical and material science relevant targets, have been obtained in a synthetically useful manner using Amberlyst 15 ion-exchange resin. This method promises versatility, cost-ef

3,5-diformylboron dipyrromethenes as fluorescent pH sensors

A series of boron dipyrromethene (BODIPY) dyes containing two aldehyde functional groups at the 3 and 5 positions have been synthesized in low-to-decent yields in two steps. In the first step, the meso-aryl dipyrromethanes were treated with POCl3 in N,N-dimethylformamide to afford 1,9-diformylated dipyrromethanes. In the second step, the diformylated dipyrromethanes were first in situ oxidized with 2,3-dichloro-5,6-dicyano-1,4- benzoquinone and then reacted with BF3·OEt2 to afford 3,5-diformylboron dipyrromethenes. The X-ray structural analysis indicated that the aldehyde groups are involved in intramolecular hydrogen bonding with fluoride atoms, which may be responsible for the stability of the diformylated BODIPY compounds. The presence of two formyl groups significantly alters the electronic properties, which is clearly evident in downfield shifts in the 1H and 19F NMR spectra, bathochromic shifts in the absorption and fluorescence spectra, better quantum yields, and increased lifetimes compared to 3,5-unsubstituted BODIPYs. Furthermore, 3,5-diformylboron dipyrromethenes are highly electron-deficient and undergo facile reductions compared to unsubstituted BODIPYs. These compounds exhibit pH-dependent on/off fluorescence and thus act as fluorescent pH sensors.

Responsive and mitochondria-specific ruthenium(ii) complex for dual in vitro applications: Two-photon (near-infrared) induced imaging and regioselective cell killing

A mitochondria-permeable ruthenium(ii) complex has been designed as a responsive probe which may be used to sensitize the formation of singlet oxygen (ΦΔ = 0.93) and cause local damage in cellulo when exposed to UV and near-infrared laser excit

Efficient and versatile single pot approach to dipyrromethanes and bis(heterocyclyl)methanes

An efficient single pot route is presented involving the use of O, N-perhydro 1,3-heterocycles as carbonyl equivalents for the synthesis of 5-substituted dipyrromethanes, 5,10-disubstituted tripyrranes and bis(heterocyclyl)methanes.

Chromophores

The present invention relates to novel porphyrin and porphyrin-based chromophores and sets of porphyrin and porphyrin-based chromophores, which may be particularly useful in a range of photodynamic applications, including photochemotherapy and fluorescence analysis and imaging. In particular, the present invention provides new and useful porphyrin, chlorin and bacteriochlorin chromophores; methods for the production of such chromophores; and methods for the use of such chromophores in analysis and in medicine.

meso-Phenyl Substituted Porphocyanines: A New Class of Functionalized Expanded Porphyrins

Keywords: Porphocyanines; expanded porphyrins, photodynamic therapy Abstract: Porphocyanines bearing phenyl substituents at both or one of the two available meso-positions have been synthesised.Derivatives have also been synthesised with substituents on the phenyl rings and both alkyl and unsubstituted pyrrolic β-positions.