201593-16-0Relevant academic research and scientific papers
Synthetic, structural, and spectroscopic studies of bis(porphyrinzinc) complexes linked by two-atom conjugating bridges
Harper, Shannon R.,Pfrunder, Michael C.,Esdaile, Louisa J.,Jensen, Paul,McMurtrie, John C.,Arnold, Dennis P.
, p. 2807 - 2825 (2015)
Four ZnII 5,10,15-triphenylporphyrin (TriPP) complexes meso-meso linked by two-atom bridges, namely, C2H2 (2), C2 (3), CH=N (4), and N2 (5), were prepared, for comparison of ground-state inter-porphyr
Regioselective β-Trifluoromethylation of β-Silylporphyrins by Using a Trifluoromethyl Copper Complex
Hayashi, Satoshi,Nabekura, Ryoto,Noji, Masahiro,Okamoto, Akari,Takanami, Toshikatsu
supporting information, p. 5623 - 5626 (2021/11/11)
We developed a method for the regioselective β-trifluoromethylation of β-silylated Zn(II) porphyrins by using a phenanthroline and triphenylphosphine-ligated trifluoromethyl–copper complex [(phen)(Ph3P)CuCF3]. The regioselective porphyrin trifluoromethylation, which occurs under mild conditions, exhibits excellent substrate generality and functional group compatibility.
Synthesis and functionalization of triply fused porphyrin dimers
Ryan, Aoife A.,Senge, Mathias O.
supporting information, p. 3700 - 3711 (2013/07/19)
Current applications of porphyrins in medicine and optics, such as photodynamic therapy or nonlinear absorption, increasingly require the use of far-red absorbing dyes. Modification of the porphyrin structure to accommodate these conditions can be achieved by extending the conjugation of the porphyrin π system, which causes a bathochromic shift in the absorption spectrum. Thus, conjugated porphyrin oligomers have found widespread use. However, past synthetic strategies have mainly targeted symmetric porphyrin dimers, trimers, and oligomers which limit the practical use of such chromophores. To further extend the absorption profile, a series of symmetric and unsymmetric dimeric and oligomeric porphyrin β-β, meso-meso, β′-β′ triply fused systems were synthesized by oxidative coupling methods. This required an analysis and optimization of the various synthetic strategies. These arrays exhibit a dramatic bathochromic shift into the near-infrared region and many display absorption at wavelengths greater than 1050 nm. Additionally, post-fusing chemical transformations, namely, organolithium, cycloaddition, and transition-metal-catalyzed reactions, at the meso and β positions enable the fine-tuning of such arrays to enhance the bathochromic shift and their potential optical applications. A library of symmetric and unsymmetric singly linked and triply fused porphyrin dimers are synthesized in moderate to very good yields. A variety of functional groups are tolerated. Numerous synthetic strategies, incorporating oxidative radical coupling and organolithium and palladium-catalyzed coupling methods, are utilized. Copyright
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.
Theoretical study of electronic structure and absorption spectra of diacid and zinc species of series of meso-phenylporphyrins
Zhang, Ying-Hui,Zhao, Li-Hong,Ruan, Wen-Juan,Xu, Yao
, p. 1449 - 1460 (2011/09/12)
DFT and TDDFT calculations with density functionals (PBE1PBE, B3LYP, and PBEPBE) have been employed in a study of HCl-acidified diacids of a series of meso-phenylporphyrins. This study aims to clarify the influence of conformational distortion, meso-pheny
Palladium-catalyzed dimerization of meso-bromoporphyrins: highly regioselective meso-bβ coupling through unprecedented remote C-H bond cleavage
Tokuji, Sumito,Yurino, Taiga,Aratani, Naoki,Shinokubo, Hiroshi,Osuka, Atsuhiro
supporting information; scheme or table, p. 12208 - 12211 (2010/06/11)
Linked porphyrins: A porphyrin undergoes unique homocoupling in the reaction of meso-bromoporphyrins under palladium catalysis (see scheme). Formal remote C - H bond cleavage leads directly to the construction of meso-Bβ-linked diporphyrins in good yields
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
