67108-97-8Relevant academic research and scientific papers
Metal-catalyzed direct heteroarylation of C-H (: Meso) bonds in porphyrins: Facile synthesis and photophysical properties of novel meso -heteroaromatic appended porphyrins
Khandagale, Santosh B.,Pilania, Meenakshi,Arun,Kumar, Dalip
, p. 2097 - 2104 (2018/03/26)
A simple and rapid microwave-assisted synthesis of heteroaromatic appended porphyrins using the Pd/Cu-catalyzed C-C coupling of meso-bromoporphyrins with various five- and six-membered heteroaromatic azoles has been successfully developed. The prepared he
Preparation of meso-silylporphyrins via nickel-catalyzed coupling of meso-brominated Ni(II) porphyrins with silylzinc reagents
Hayashi, Satoshi,Endo, Taiga,Takanami, Toshikatsu
, p. 1082 - 1098 (2019/07/31)
– In this paper, we developed a technique for the nickel-catalyzed coupling of meso-brominated Ni(II) porphyrins with silylzinc reagents in order to prepare meso-silyl-substituted Ni(II) porphyrins. Porphyrin silylation occurs under mild conditions and ex
Facile dearomatisation of porphyrins using palladium-catalysed hydrazination: The 5,15-diiminoporphodimethenes and their redox products
Esdaile, Louisa J.,Simpkins, Grace L.,Locos, Oliver B.,Rintoul, Llew,Duriska, Martin P.,Turner, Peter,McMurtrie, John C.,Arnold, Dennis P.
, p. 517 - 532 (2014/01/06)
The synthesis, electronic absorption and 1H NMR spectra of a suite of novel porphyrinoids derived from meso-bromoporphyrins by palladium-catalysed aminations using ethyl and tert-butylcarbazates are reported. Instead of the expected carbazate-substituted porphyrins, a facile oxidative dearomatisation of the porphyrin ring occurs in high yield, especially for the nickel(II) complexes, resulting in high yields of 5,15- diiminoporphodimethenes (DIPDs). The analogous zinc(II) and free base DIPDs were also characterised, the former by X-ray crystallography. The oxidation and reduction reactions of DIPDs and their precursor carbazate porphyrins were studied. Density Functional Theory (DFT) was used to calculate the optimised geometries and frontier molecular orbitals of DIPD Ni8c and bis(azocarboxylate) 19c, and Time Dependent DFT calculations allowed the prediction of electronic absorption spectra, whose characteristics corresponded well with those of the observed solution spectra. In the latter case, the calculated low-energy absorptions were unlike those of a typical porphyrin, due to the near-degeneracy of the highest filled frontier orbitals, and the wide energy separation between the unfilled orbitals. This feature was present in the observed spectrum.
Synthesis and reactivity of allenylporphyrins
Plunkett, Shane,Dahms, Katja,Senge, Mathias O.
, p. 1566 - 1579 (2013/04/23)
Several different methods have been utilized for the effective synthesis of a new class of porphyrins that contains the synthetically intriguing propadienyl (or allenyl) functional group. Of these approaches, successive Horner-Wadsworth-Emmons couplings p
Efficient synthesis of meso-meso-linked diporphyrins by nickel(0)-mediated ullmann homocoupling
Lu, Xiu-Qiang,Guo, Yong,Chen, Qing-Yun
experimental part, p. 77 - 80 (2011/03/20)
meso-meso-Linked diporphyrins have been prepared by nickel(0)-mediated Ullmann homocoupling under mild conditions. Georg Thieme Verlag Stuttgart - New York.
The Heck reaction for porphyrin functionalisation: Synthesis of meso-alkenyl monoporphyrins and palladium-catalysed formation of unprecedented meso-β ethene-linked diporphyrins
Locos, Oliver B.,Arnold, Dennis P.
, p. 902 - 916 (2007/10/03)
Palladium-catalysed coupling of the vinyl derivatives methyl acrylate, styrene and acrylonitrile with 5-bromo-10,15,20-triphenylporphyrin (MTriPPBr; M = 2H, Ni, Zn) and 5,15-dibromo-10,20-bis(3,5-di-tert-butylphenyl)porphyrin (MDAPBr2) produced
Regioselective reaction of 5,15-disubstituted porphyrins with organolithium reagents - Synthetic access to 5,10,15-trisubstituted porphyrins and directly meso-meso-linked bisporphyrins
Senge, Mathias O.,Feng, Xiangdong
, p. 3615 - 3621 (2008/10/08)
The reaction of organolithium reagents with 5,15-disubstituted porphyrins, followed by hydrolysis of the intermediate anion to give a porphodimethene and oxidation with DDQ allows the facile preparation of 5,10,15-tri-and 5,10,15,20-tetrasubstituted porph
