121869-50-9Relevant academic research and scientific papers
An efficient synthesis of tetraaryl porphyrins substituted with ester groups bearing long alkyl chains
Hombrecher,Ohm
, p. 2447 - 2456 (1993)
The synthesis of tetraaryl porphyrins substituted with long chain ester groups is described. The compounds are conveniently prepared from the methyl ester 1a via a base induced transesterification procedure. The method is also applicable for the synthesis of ester linked diporphyrins.
Molecular tweezer based on zinc porphyrin-substituted diarylethene
Park, Ji Eun,Shin, Eun Ju
, p. 554 - 560 (2007)
A molecular tweezer, zinc porphyrin-dithienylethene-zinc porphyrin (ZnP-DTE-ZnP) triad, has been prepared. Triad ZnPor-DTE-ZnPor showed a little electronic communication among the chromophores judged from the comparison of the steady-state absorption and fluorescence spectra for triads and their component compounds. Irradiation of ZnPor-DTE-ZnPor with UV light converts dithienylethene moiety from open form to closed form. The complexation of ZnP-DTE-ZnP with 4,4′-bipyridyl were investigated by absorption and fluorescence spectroscopic measurements. ZnP-DTE-ZnP forms a 1:1 complex with 4,4′-bipyridyl. The stability constants of log K = 4.0 and 4.2 mol-1 dm3 were determined by absorption and fluorescence spectral changes, respectively.
Cooperative porphyrin-quadrupolar based triad for combined two-photon induced fluorescence and singlet oxygen generation
Verlhac, Jean-Baptiste,Clermont, Guillaume,Blanchard-Desce, Mireille
, p. 77 - 87 (2017/04/24)
The design and synthesis of a cooperative multichromophoric triad system which combines the large two-photon absorption properties of fluorene-cored bis-donor quadropolar dyes and the remarkable sensitizing properties of the porphyrin subunit (i.e. high i
B,B-diporphyrinbenzyloxy-BODIPY dyes: Synthesis and antenna effect
Brizet, Bertrand,Eggenspiller, Antoine,Gros, Claude P.,Barbe, Jean-Michel,Goze, Christine,Denat, Franck,Harvey, Pierre D.
, p. 3646 - 3650 (2012/06/15)
B,B-Diporphyrinbenzyloxy-BODIPY derivatives have been prepared in high yields, and the photophysical properties are reported. Singlet energy transfers from BODIPY to the porphyrin units have been analyzed.
Nearly chromatography-free synthesis of the A3B-porphyrin 5-(4-hydroxymethylphenyl)-10,15,20-tri-p-tolylporphinatozinc(II)
Zaidi, Syeda Huma H.,Loewe, Robert S.,Clark, Brad A.,Jacob, Marc J.,Lindsey, Jonathan S.
, p. 304 - 314 (2012/12/22)
Rational routes to synthetic porphyrins bearing distinct meso-substituents have typically been implemented at modest scale (3B-porphyrin 5-(4-hydroxymethylphenyl)-10,15,20-tri-p- tolylporphinatozinc(II) (Zn-1) is required in multigram quantities for possible commercial use in information storage applications. The synthesis of Zn-1 has been carried out by reaction of 5-(4-hydroxymethylphenyl)dipyrromethane and the dicarbinol derived from 1,9-di-p-toluoyl-5-p-tolyldipyrromethane. Four improvements have been made to the steps leading to the dipyrromethane and dipyrromethane-dicarbinol: (i) use of 50 equiv of pyrrole in the condensation of an aldehyde to give the dipyrromethane (versus 100 equiv previously), (ii) 1,9-diacylation of a dipyrromethane using the hindered Grignard reagent 2,6-dimethylphenylmagnesium bromide and p-toluoyl chloride to give the 1,9-diacyl versus 1-acyl products in > 10:1 ratio (versus 4:1 using EtMgBr), (iii) isolation of the dibutyltin complex of the 1,9-diacyldipyrromethane from the crude reaction mixture by direct crystallization using methanol/methyl tert-butyl ether (MTBE) (versus silica chromatography), and (iv) reduction of the dibutyltin complex of the 1,9-diacyldipyrromethane (250 mM) with ～10-15 mol equiv of NaBH4 (versus 25 mM and 40 mol equiv). The procedures have been carried out with no chromatography at large scale, affording the dipyrromethane (31, 59, or 79 g), the dibutyltin complex of a 1,9-diacyldipyrromethane (361 g), and reduction of the latter (45 g). The porphyrin-forming reaction has been performed (25 mM reactants at 50-mmol scale, or 10 mM at 64-mmol scale) in a two-step process of condensation and oxidation to give the free base porphyrin 1 in 3.7- or 5.8-g quantities. Metalation with zinc acetate afforded Zn-1, which was isolated by direct crystallization. Taken together, the various improvements facilitate synthesis of the target porphyrin Zn-1 and may have broad applicability.
A New Synthetic Method for Oligo(phenylenevinylenes) Terminated with Porphyrins
Ono, Noboru,Tomita, Hiroaki,Maruyama, Kazuhiro
, p. 2453 - 2456 (2007/10/02)
A facile, high-yield synthesis of oligo(phenylenevinylenes) terminated with porphyrins via the Ramberg-Backlund reaction is reported.
