The Synthesis and Properties of Free‐Base [14]Triphyrin(2.1.1) Compounds and the Formation of Subporphyrinoid Metal Complexes

2011 ◽  
Vol 17 (16) ◽  
pp. 4396-4407 ◽  
Author(s):  
Zhao Li Xue ◽  
John Mack ◽  
Hua Lu ◽  
Lei Zhang ◽  
Xiao Zeng You ◽  
...  
Keyword(s):  
Metal Complexes ◽  
Free Base

scholarly journals Oxazolochlorins 21. Most Efficient Access to meso-Tetraphenyl- and meso-Tetrakis(pentafluorophenyl)porpholactones, and Their Zinc(II) and Platinum(II) Complexes

Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4351
Author(s):  
Damaris Thuita ◽  
Dinusha Damunupola ◽  
Christian Brückner
Keyword(s):  
Metal Complexes ◽  
Biomedical Applications ◽  
Free Base ◽  
Aryl Group ◽  
Efficient Access ◽  
Metal Derivatives

meso-Phenyl- and meso-pentafluorophenyl-porpholactones, their metal complexes, as well as porphyrinoids directly derived from them are useful in a number of technical and biomedical applications, and more uses are expected to be discovered. About a dozen competing and complementary pathways toward their synthesis were reported. The suitability of the methods changes with the meso-aryl group and whether the free base or metal derivatives are sought. These circumstances make it hard for anyone outside of the field of synthetic porphyrin chemistry to ascertain which pathway is the best to produce which specific derivative. We report here on what we experimentally evaluated to be the most efficient pathways to generate the six key compounds from the commercially available porphyrins, meso-tetraphenylporphyrin (TPP) and meso-tetrakis(pentafluorophenyl)porphyrin (TFPP): free base meso-tetraphenylporpholactone (TPL) and meso-tetrakis(pentafluorophenyl)porpholactone (TFPL), and their platinum(II) and zinc(II) complexes TPLPt, TFPLPt, TPLZn, and TFPLZn, respectively. Detailed procedures are provided to make these intriguing molecules more readily available for their further study.

High pH sensing with water-soluble porpholactone derivatives and their incorporation into a Nafion® optode membrane

The Analyst ◽  
2015 ◽  
Vol 140 (1) ◽  
pp. 190-196 ◽  
Author(s):  
Jill L. Worlinsky ◽  
Steven Halepas ◽  
Masoud Ghandehari ◽  
Gamal Khalil ◽  
Christian Brückner
Keyword(s):  
Metal Complexes ◽  
Water Soluble ◽  
Ph Sensing ◽  
Free Base ◽  
Aryl Group ◽  
High Ph ◽  
Optode Membrane

The known optical high pH sensing chromophores, free base and metal complexes (M = 2H, Zn(ii), Pt(ii)) of meso-tetrakis(pentafluorophenyl)porpholactone, and the as yet untested Ga(iii) complex, were made freely water-soluble by derivatization at the aryl group with PEG chains.

Synthesis of stable free base secochlorins and their corresponding metal complexes from meso-tetraarylporphyrin derivatives

2012 ◽  
Vol 48 (28) ◽  
pp. 3460 ◽  
Author(s):  
Mamadou Lo ◽  
Jean-François Lefebvre ◽  
Nathalie Marcotte ◽  
Claire Tonnelé ◽  
David Beljonne ◽  
...  
Keyword(s):  
Metal Complexes ◽  
Free Base

A Structural Parameter to Link Molecular Geometry to Macroscopic Orientation in Discotic Liquid Crystals: Study of Metalloporphyrin Tapes

2021 ◽  
Author(s):  
Yoshiyuki Kobayashi ◽  
Atsuya Muranaka ◽  
Kenichi Kato ◽  
Akinori Saeki ◽  
Takayuki Tanaka ◽  
...  
Keyword(s):  
Liquid Crystals ◽  
Metal Complexes ◽  
Liquid Crystalline ◽  
Molecular Geometry ◽  
Structural Parameter ◽  
Discotic Liquid Crystals ◽  
Free Base ◽  
Base Form ◽  
Macroscopic Orientation

Novel liquid crystalline (LC) molecules were prepared from a triply linked dimeric porphyrin tape. A series of metal complexes (1Zn, 1Pd, 1Cu, and 1Ni) and the free-base form (12H) of...

scholarly journals Free-Base and Metal Complexes of 5,10,15,20-Tetrakis(NMethyl Pyridinium L)Porphyrin: Catalytic and Therapeutic Properties

2017 ◽  
Author(s):  
Juliana Casares Araujo Chaves ◽  
Carolina Gregorutti dos Santos ◽  
Érica Gislaine Aparecida de Miranda ◽  
Jeverson Teodoro Arantes Junior ◽  
Iseli Lourenço Nantes
Keyword(s):  
Metal Complexes ◽  
Free Base ◽  
Therapeutic Properties

scholarly journals Synthesis, structures, and aromaticity of phosphole-containing porphyrins and their metal complexes

2010 ◽  
Vol 82 (3) ◽  
pp. 583-593 ◽  
Author(s):  
Yoshihiro Matano ◽  
Takashi Nakabuchi ◽  
Hiroshi Imahori
Keyword(s):  
Structural Analysis ◽  
Metal Complexes ◽  
Phosphorus Atom ◽  
Porphyrin Ring ◽  
Free Base ◽  
X Ray ◽  
The Core ◽  
Group 10 ◽  
Group 10 Metals ◽  
Theoretical Results

Our recent studies on the synthesis, structures, and aromaticity of phosphole-containing porphyrins and their metal complexes are summarized. Core-modified P,X,N2-porphyrins (X = S, N) are accessible from a σ4-phosphatripyrrane and the corresponding 2,5-difunctionalized heteroles in a few steps. X-ray structural analysis of the σ3-P,N3 porphyrin revealed that it possesses a slightly distorted 18π plane. The phosphorus atom incorporated at the core plays an important role in producing unprecedented reactivity and coordinating ability for the porphyrin ring. The P,N3 free base reacts with [RhCl(CO)2]2 in dichloromethane, ultimately yielding an 18π P,N3–rhodium(III) complex, whereas the P,S,N2 free base undergoes redox-coupled complexation with zero valent group 10 metals to afford the corresponding P,S,N2-isophlorin–metal(II) complexes. The aromaticity of the free-base porphyrins and the metal complexes was uncovered based on both experimental and theoretical results. It is of particular interest that the P,S,N2-isophlorin–metal complexes exhibit only a weak antiaromaticity in terms of the magnetic criterion.

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