Synthesis and electron donating property of novel porphyrazines containing tetrathiacrown ether-linked tetrathiafulvalene moieties

Hou, Ruibin; Jin, Longyi; Yin, Bo

doi:10.1016/j.inoche.2009.05.036

Cited by 20 publications

(4 citation statements)

References 29 publications

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“…j Substituted with eight crown ether substituents groups [35]. k Substituted with TTF-tetrathiacrown ether units [36]. rates (DE p values of60e110 mV, were obtained for a ferrocene reference) support quasi-reversible electron transfer.…”

Section: Voltammetric and Spectroelectrochemical Measurementsmentioning

confidence: 98%

The synthesis and electrochemical study of novel phthalocyanines substituted with a crown ether and alkyl chains

2011

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Section: Voltammetric and Spectroelectrochemical Measurementsmentioning

confidence: 98%

The synthesis and electrochemical study of novel phthalocyanines substituted with a crown ether and alkyl chains

2011

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“…Yin and co-workers reported a series of symmetrical − and unsymmetrical TTF-annulated metalloporphyrazines with various peripheral substitutuents (structures 55 – 57 in Chart ). These compounds were prepared through the cyclotetramerization of appropriately chosen dicyano-TTF derivatives.…”

Section: Ttf-annulated Oligopyrrolic Macrocyclic Compoundsmentioning

confidence: 99%

Tetrathiafulvalene- (TTF-) Derived Oligopyrrolic Macrocycles

et al. 2016

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After the epochal discovery of the "organic metal", namely, tetrathiafulvalene (TTF)-7,7,8,8-tetracyano-p-quinodimethane (TCNQ) dyad in 1973, scientists have made efforts to derivatize TTF for constructing various supramolecular architectures to control the charge-transfer processes by adjusting the donor-acceptor strength of the dyads for numerous applications. The interesting inherent electronic donor properties of TTFs control the overall electrochemical properties of the supramolecular structures, leading to the construction of highly efficient optoelectronic materials, photovoltaic solar cells, organic field-effect transistors, and optical sensors. Modified TTF structures thus constitute promising candidates for the development of so-called "functional materials" that could see use in modern technological applications. The versatility of the TTF unit and the pioneering synthetic strategies that have been developed over the past few decades provide opportunities to tune the architecture and function for specific purposes. This review covers the "state of the art" associated with TTF-annulated oligopyrrolic macrocyclic compounds. Points of emphasis include synthesis, properties, and potential applications.

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“…Despite the structural similarities with phthalocyanines and porphyrins, porphyrazine derivatives show several unique and interesting properties. They have an advantage over their tetrapyrrolic counterparts such as phthalocyanines, azaphthalocyanines and porphyrines in that eight sulfur atoms in each moiety are in direct conjugation with the 18 p-electron delocalization system of the porphyrazine core [2]. In addition, the sulfur atoms connected to C b positions give the opportunity to bind soft transition metal cations such as Ag(I), Hg(II) and Pd(II) [3].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and photochemical properties of metallo porphyrazines substituted with alkyl linked carbazole, benzoazepine and phenothiazine moieties

Olgaç

Bayğu

Yıldız

et al. 2017

J. Porphyrins Phthalocyanines

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Novel octa-phenotiazine, octa-benzoazepine and octa-carbazole substituted magnesium(II) (MgPz-I-III) and zinc(II) (ZnPz-I-III) porphyrazines were synthesized from 2,3-bis [6-(4a,10a- (8) and 2,3-bis(6-carbazol-9-yl-hexylsulfanyl)-but-2-enedinitrile (10), respectively. These dinitrile derivatives 5, 8 and 10 were also prepared by the reaction of 1,2-dicyano-1,2-ethylenedithiolate di-sodium salt (4) with 10-(6-bromohexyl)-10H-phenothiazine (3), 5-(6-bromohexyl)-5H-diben-zo[b,f]azepine (7) and 9-(6-bromo-hexyl)-9H-carbazole (9), respectively. Porphyrazino-zinc(II) complexes were synthesized by one-step reaction using Zn(BuO) 2 as a template agent. All the novel compounds were characterized by elemental analysis and different spectroscopic methods such as 1 H NMR, 13 C NMR, FT-IR, UV-Vis and mass. The photochemical properties including photodegradation and singlet oxygen generation for magnesium(II) and zinc (II) porphyrazine complexes were studied in dimethylsulfoxide solutions for determination of their photosensitizer behaviors.

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Synthesis and electron donating property of novel porphyrazines containing tetrathiacrown ether-linked tetrathiafulvalene moieties

Cited by 20 publications

References 29 publications

The synthesis and electrochemical study of novel phthalocyanines substituted with a crown ether and alkyl chains

The synthesis and electrochemical study of novel phthalocyanines substituted with a crown ether and alkyl chains

Tetrathiafulvalene- (TTF-) Derived Oligopyrrolic Macrocycles

Synthesis, characterization and photochemical properties of metallo porphyrazines substituted with alkyl linked carbazole, benzoazepine and phenothiazine moieties

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