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Synthesis and Photophysical Properties of a Series of Novel Porphyrin Dendrimers Containing Organoiron Complexes
摘要： This article is focused on the design and photophysical properties of a series of novel porphyrin and metalloporphyrin dendrimers containing cationic η6-chloroarene-η5-cyclopentadienyliron(II) complexes functionalized with naphthalene and capped with ferrocene. The incorporation of cationic η6-chloroarene-η5-cyclopentadienyliron moieties into the dendrimer structures enhances solubility, and facilitates nucleophilic aromatic substitution and addition reactions due to the intense electron-withdrawing ability of the iron center. Divergent approaches were employed to yield highly symmetrical branched materials, with interesting and potentially useful properties. The preparation of these dendrimers was achieved via metal-mediated nucleophilic aromatic substitutions and Steglich esterifications. These dendrimers and their precursors were characterized through nuclear magnetic resonance spectroscopy, infrared spectroscopy, and UV–Visible and fluorescence spectroscopy. Substitution on the porphyrin core with various side chains and terminal functional groups and chromophores had little impact on the porphyrin emission properties, allowing for a wide variety of fluorescent macromolecules to be prepared which retain this characteristic emission. Also, the presence or absence of the organopyrene moieties also had little effect on the emission from these compounds. Complexation of a metal cation, such as Zn2+, by these compounds, did however result in a significant blue shift in the observed fluorescence; this interesting result has the potential for applications in the development of fluorescent-based cation sensors.
关键词： Dendrimers,Porphyrins,Organoiron
更新于2025-09-10 09:29:36
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Exploration of Interfacial Porphine Coupling Schemes and Hybrid Systems by Bond-Resolved Scanning Probe Microscopy
摘要： The templated synthesis of porphyrin-based oligomers and heterosystems is of considerable interest for materials with tunable electronic gaps, photovoltaics, or sensing device elements. In this work, temperature-induced dehydrogenative coupling between unsubstituted free-base porphine units and their attachment to graphene nanoribbons on a well-defined Ag(111) support are scrutinized by bond-resolved scanning probe microscopy techniques. The detailed inspection of covalently fused porphine dimers obtained by in vacuo on-surface synthesis clearly reveals atomistic details of coupling motifs, whereby also putative reaction intermediates are identified. Moreover, the covalent attachment of porphines at preferred locations of atomically precise armchair-type graphene nanoribbons is demonstrated.
关键词： porphyrins,graphene nanoribbons,scanning probe microscopy,surface chemistry,C–C coupling
更新于2025-09-10 09:29:36
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AIP Conference Proceedings [Author(s) GREEN DESIGN AND MANUFACTURE: ADVANCED AND EMERGING APPLICATIONS: Proceedings of the 4th International Conference on Green Design and Manufacture 2018 - Ho Chi Minh, Vietnam (29–30 April 2018)] - A glance on immobilisation of porphyrins on solid support and potential future research
摘要： A glance on immobilisation of porphyrins on solid support and potential future research
关键词： photocurrent generation,porphyrins,solid support,electrochemical polymerisation,immobilisation
更新于2025-09-10 09:29:36
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Conductive Fused Porphyrin Tapes on Sensitive Substrates by a Chemical Vapor Deposition Approach
摘要： Oxidative polymerization of nickel(II) 5,15-diphenyl porphyrin and nickel(II) 5,15-bis(di-3,5-tert-butylphenyl) porphyrin by an oxidative chemical vapor deposition (oCVD) approach yields multiply fused porphyrin oligomers in thin film form. The oCVD technique enables the formation, deposition and p-doping of conjugated poly(porphyrins) coatings in a single step without the use of solvents or post-treatments. The decisive reactions and side reactions during the oCVD process are evidenced by high-resolution mass spectrometry. Due to the highly conjugated structure of the fused porphyrin tapes the thin films exhibit an electrical conductivity of 3.6×10–2 S·cm–1 and strong absorption in the visible to near-infrared spectral region. The formation of smooth conjugated poly(porphyrins) thin films, even on sensitive substrates, is demonstrated by their successful deposition and patterning on glass, silicon and printer paper. The ability to form conductive poly(porphyrins) thin films could enable the design of a new category of optoelectronic devices using the oCVD approach.
关键词： Porphyrins,Oxidative Coupling,Chemical Vapor Deposition,Thin Films,Polymerization
更新于2025-09-04 15:30:14
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Strong Near Infrared Absorbing Porphyrins: A DFT Study
摘要： A systematic density functional theory study of electronic properties and optical spectra of four potential fused porphyrins with extended π-conjugation has been reported employing the M06 functional along with 6-31G(d)+LanL2DZ basis set. Symmetrical tetra fusion of the benzene rings at the β-meso-β position of porphyrins, resulted in four quadruply-fused porphyrins. Such studies revealed the fact that the ring fusion with extended π-electrons causes remarkable red-shifts with narrowed band gaps. Thus, such systems can be used to extend the absorption deeper in to near-infrared (NIR) to even better utilize the photon rich region of solar spectrum. These fused porphyrins have emerged as promising NIR absorbing materials, having utility in molecular solar-conversion systems.
关键词： Porphyrins,DFT,TD-DFT,NIR absorptions
更新于2025-09-04 15:30:14
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Expanding the Porphycene Core: Modification and Metalation
摘要： Porphycenes, the first structural isomer of porphyrin, display unique chemical and photophysical properties. In this Account, we detail our group’s individual and collaborative efforts in elucidating further the chemical properties of porphycene. Particular emphasis will be placed on recent efforts devoted to expanding the porphycene core.
关键词： expanded porphycenes,porphycene therapeutics,macrocycles,hetero-annulenes,electronic communication,porphycene materials,porphyrinoid,porphycenes,metal complexes,coordination chemistry,expanded porphyrins
更新于2025-09-04 15:30:14