On the synthesis of functionalized porphyrins and porphyrin conjugates via β-aminoporphyrins?
New Journal of Chemistry Pub Date: 2016-02-04 DOI: 10.1039/C5NJ03247D
Abstract
The synthesis of functionalized porphyrins and their conjugates from meso-tetraarylporphyrins through the acylation and the oxidation of β-aminoporphyrins was investigated. 2,3-Dioxochlorins were prepared by the oxidation of a variety of β-aminoporphyrins and subsequently used in a condensation reaction with functionalized aromatic aldehydes and ammonium acetate to form β-functionalized porphyrins bearing a fused imidazole ring. Under optimized experimental conditions both reactions tolerate various functional groups and afford the products in an appropriate overall yield. The mildness and usefulness of this methodology are illustrated by several examples including the synthesis of porphyrins bearing receptor groups and water-solubilizing moieties.
Recommended Literature
- [1] Emerging investigator series: kinetics of diopside reactivity for carbon mineralization in mafic–ultramafic rocks BrianaAguila,LandonHardee,H.ToddSchaef,SiavashZare,MohammadJavadAbdolhosseiniQomi,JarrodV.Crum,JadeE.HollimanJr.,ElenaTajueloRodriguez,LawrenceM.Anovitz,KevinM.Rosso,QuinR.S.Miller 10.1039/d3en00087g
- [2] Exceptionally high temperature spin crossover in amide-functionalised 2,6-bis(pyrazol-1-yl)pyridine iron(ii) complex revealed by variable temperature Raman spectroscopy and single crystal X-ray diffraction? Max Attwood,Hiroki Akutsu,Lee Martin,Toby J. Blundell,Pierre Le Maguere,Scott S. TurnerDalton Trans., 2021,50, 11843-11851 10.1039/D1DT01743H
- [3] Excitable dynamics in the bromate–sulfite–ferrocyanide reaction J. Zagora,M. Vosla?,L. Schreiberová,I. SchreiberPhys. Chem. Chem. Phys., 2002,4, 1284-1291 10.1039/B110048C
- [4] Distribution pattern and allocation of defects in hydrogenated ZnO thin films? Vitaly Gurylev,Chung-Yi Su,Tsong-Pyng PerngPhys. Chem. Chem. Phys., 2016,18, 16033-16038 10.1039/C6CP01768A
- [5] Elusive 2-aminofuran Diels–Alder substrates for a straightforward synthesis of polysubstituted anilines? Ana G. Neo,Ana Bornadiego,Jesús Díaz,Stefano Marcaccini,Carlos F. MarcosOrg. Biomol. Chem., 2013,11, 6546-6555 10.1039/C3OB41411F
- [6] Excited state potential energy surfaces and their interactions in FeIVO active sites Shaun D. Wong,Edward I. SolomonDalton Trans., 2014,43, 17567-17577 10.1039/C4DT01366B
- [7] Distribution and ecological risk assessment of typical antibiotics in the surface waters of seven major rivers, China? Environ. Sci.: Processes Impacts, 2021,23, 1088-1100 10.1039/D1EM00079A
- [8] Estimation of hydrogen sulfide from crude petroleum: a unique invention using a simple chemosensor? Shampa Kundu,Prithidipa SahooNew J. Chem., 2019,43, 12369-12374 10.1039/C9NJ02628B
- [9] Excellent energy storage performance in NaNbO3-based relaxor antiferroeic ceramics under a low electric field XuxinCheng,XiaomingChen,PengyuanFan 10.1007/s10832-022-00283-w
- [10] Examination of the hydrogen-bonding networks in small water clusters (n = 2–5, 13, 17) using absolutely localized molecular orbital energy decomposition analysis? Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-GordonPhys. Chem. Chem. Phys., 2012,14, 15328-15339 10.1039/C2CP42522J
Journal Name：New Journal of Chemistry
research_products
-
CAS no.: 89640-58-4
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.png)
![2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid](https://ossimg.kuujia.com/scimg/2138500/2138166-62-6x500.png)
![2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide](https://ossimg.kuujia.com/scimg/2034500/2034271-14-0x500.png)