181762-72-1

Upstream product

• 109-97-7 pyrrole 
• 17610-00-3 3,5-Di-tert-butylbenzaldehyde 
• 153474-38-5 3,5-di-tert-butyl(dibromomethyl)benzene 
• 15181-11-0 3, 5-di-tert-butyltoluene 

Downstream Products

• 89372-90-7 5,10,15,20-tetrakis-(3,5-di-tert-butylphenyl)porphyrin 

Relevant academic research and scientific papers

Synthesis and Redox Properties of Superbenzene Porphyrin Conjugates

Superbenzene porphyrin conjugates find wide range of applications from nonlinear optical materials to semiconductors. Herein, we report the synthesis and characterization of 5,15-bis(3,5-di-tert-butylphenyl)-10,20-bis(pentaphenylphenyl)phenylporphyrin and its Zinc-metallated complex. Oxidative planarization of 5,15-bis(3,5-di-tert-butylphenyl)-10,20-bis(pentaphenylphenyl)phenylporphyrin and its metallated complex was carried out by using NOBF4 as an oxidizing agent. The formation of superbenzene porphyrin conjugates validates its Scholl type reactions. The laboratory-synthesized porphyrin conjugates were characterized experimentally using spectroscopic techniques such as 1H NMR, 13C NMR, electron spin resonance, and ultraviolet-visible spectroscopy for structural conformation. In addition, density functional theory calculations were carried out to validate the experimental results. The theoretical and experimental results show that the 4-(pentaphenylphenyl)phenyl ligand increases the stability, optical properties, and rate of planarization of synthesized porphyrins. The conjugates exhibited intense and distant electronic communication between two hexabenzocoronene sites, taking advantage of porphyrin as a ?-spacer. The ?-radical cation has also been found to be an intermediate in oxidative C-C bond formation. NICS calculations support such a conclusion.

Synthesis of novel porphyrin arrays directly-linked through the meso-carbons

Novel dimeric and trimeric arrays of free-base porphyrins directly-linked through their meso-carbons without any spacer were synthesized and characterized. The significant spectral change occurred in the absorption spectra of these arrays compared with th

Synthesis and self-assembly of porphyrin-linked fullerene on gold surface using S-Au linkage

Porphyrin-linked fullerene bearing methylthio group was prepared by 1,3-dipolar cycloadditon of the azomethine ylide, generated in situ using N-methylglycine and a formylporphyrin, with C60. Self-assembled monolayer was formed by soaking Au ele

Synthesis, structure, electronic characterization, and halogenation of gold(III) phlorin complexes

The metalation chemistry of the phlorin, which is a non-Aromatic tetrapyrrole macrocycle containing a single sp3-hybridized meso-carbon has remained underdeveloped, as compared to that of more traditional tetrapyrroles such as porphyrins, corroles and pht

Synthesis of new TiO2/porphyrin-based composites and photocatalytic studies on methylene blue degradation

In this study, we synthesized porphyrin dyes and structurally characterized them using 1H and 13C NMR and FT-IR and high-resolution mass spectrometry. By using these porphyrins, new TiO2-porphyrin catalysts (TiO2/sub

Systematic variation of cyanobuta-1,3-dienes and expanded tetracyanoquinodimethane analogues as electron acceptors in photoactive, rigid porphyrin conjugates

We report on a homologous series of nine electron donor-acceptor systems featuring push-pull chromophores as electron acceptors, which are accessible by a cycloaddition-retroelectrocyclization (CA-RE) reaction. The conjugates comprise a ZnII porphyrin as electron donor, which is connected through either a rigid phenylene-ethynylene-phenylene (PEP)-bicyclo[2.2.2]octane or a PEP-trans-decahydroquinoline spacer to different anilino-substituted multicyanobutadienes or extended tetracyanoquinodimethane analogues with first reduction potentials ranging from-1.78 to-0.58 V vs. Fc+/Fc. Characterization of the conjugates includes X-ray crystallography, electrochemistry, DFT calculations, and fluorescence spectroscopy. The extent of ZnII porphyrin fluorescence quenching correlates with the strength of the electron acceptor. Overall, we demonstrate the synthetic feasibility of rationally modulating the acceptor strength by means of the CA-RE reaction in geometrically well-defined electron donor-acceptor conjugates.

Synthesis, spectral, electrochemical properties, and photovoltaic performance of structurally constrained BODIPY dyes with 4,4- dimethyltriphenylamine at the 2,6-positions

Novel symmetrical D-A-D type of BODIPY derivatives (DTPA-BDP) were synthesized successfully. The introduction of chromophoric units makes the molecule absorption wavelengths spanning the ranges of 300-800 nm and shifts the emission to 793 nm in red and near-infrared region. Bulk heterojunction solar cells with DTPA-BDPs as electron donor and PC61BM as electron acceptor exhibited photovoltaic properties with a power conversion efficiency of 0.77%, an open-circuit voltage of 0.70 V.

Enhanced catalytic decomposition of a phosphate triester by modularly accessible bimetallic porphyrin dyads and dimers

A series of metalloporphyrin dimers were modularly prepared and shown to catalyze the methanolysis of a phosphate triester, yielding rates that are large compared to the rate of the uncatalyzed reaction. Up to 1300-fold rate acceleration can be achieved v

Synthesis, conformational interconversion, and photophysics of tethered porphyrin-fullerene dyads with parachute topology

The synthesis of a porphyrin-fullerene dyad with "parachute" topology is reported. To determine whether the dyad is "flexing" at room temperature, low-temperature NMR experiments were used. Computational modeling has shown the low-energy conformation of the dyad to be nonsymmetric. Although, 1H NMR spec-troscopy at room temperature is consistent with a molecule with C2v symmetry, the spectrum changes on lowering the temperature consistent with "wind-shield wiper"-like motion, in which the porphyrin moiety rotates from one side of the C60 sphere to the other. Nanosecond and picosecond fluorescence lifetime experiments show two components contribute to the fluorescence decay, also consistent with the presence of more than one conformer. 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

Supramolecular complexes obtained from porphyrin-crown ether conjugates and a fullerene derivative bearing an ammonium unit

A methanofullerene derivative with an ammonium subunit (1) has been prepared and its ability to form a supramolecular complex with a porphyrin-crown ether conjugate evidenced by NMR, UV-vis, electrospray mass spectrometry (ES-MS) and luminescence experime