- Novel crowned-porphyrin ligands. Synthesis and conformational studies
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Three new macromolecules - a cryptand, a bis-macrocycle, and a tris-macrocycle - have been synthesized as chelating ligands for cation binding. They result from the surprisingly simple reaction of various bis-functionalized meso-aryl porphyrins with a dia
- Halime, Zakaria,Lachkar, Mohammed,Matsouki, Niki,Charalambidis, Georgios,Di Vaira, Massimo,Coutsolelos, Athanassios G.,Boitrel, Bernard
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- Direct C–H amination of BODIPY core: Synthesis and spectroscopic properties
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A facile and direct C–H amination reaction at the 3-positions of BODIPY core was proceeded with high regioselectivity upon treatment with various amines. Spectroscopic properties of the 3-aminoBODIPY were substantially modulated by electron-donating nitro
- Wang, Yitong,Shi, Xiuguang,Yu, Chunyan,Zhou, Zhikuan,Gai, Lizhi,Lu, Hua
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- Synthesis of D2-symmetric 5,10,15,20-tetraarylporphyrins from C2-symmetric benzaldehydes and achiral aryldipyrromethanes
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A series of new enantiomerically pure D2-symmetric 5,10,15,20-tetraarylporphyrins has been synthesized by condensation of C2-symmetric substituted benzaldehydes with achiral aryldipyrromethanes in 22-40% yield. The mild conditions us
- Halterman, Ronald L.,Mei, Xiaodan
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- Synthesis and exciton dynamics of triplet sensitized conjugated polymers
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We report the synthesis of a novel polythiophene-based host-guest copolymer incorporating a Pt-porphyrin complex (TTP-Pt) into the backbone for efficient singlet to triplet polymer exciton sensitization. We elucidated the exciton dynamics in thin films of
- Andernach, Rolf,Utzat, Hendrik,Dimitrov, Stoichko D.,McCulloch, Iain,Heeney, Martin,Durrant, James R.,Bronstein, Hugo
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- Synthesis and characterization of a new family of iron porphyrins
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A significant tool for better understanding the complex nature of the cofactor of heme thiolate proteins such as Cytochromes P450 is the investigation of model compounds. In this context a new family of iron porphyrins has been synthesized by replacing th
- Meyer, Dominik N.,Woggon, Wolf-D.
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- Facilitated interfacial charge separation using triphenylamine-zinc porphyrin dyad-sensitized TiO2 nanoparticles for photocatalysis
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Three triphenylamine (TPA) substituted dichromophoric zinc porphyrins XZP1–3 and a single zinc porphyrin ZP1 have been rationally designed to construct dye-sensitized TiO2 nanoparticles to explore the feasibility of dichromophoric dye design for photocatalysis. TPA, N,N-diphenyl-(1,1′-biphenyl)? 4-amine and a carbazole-diphenylaniline derivative are attached to the meso-position of porphyrin core as the second chromophore. The electronic structure of the porphyrins is studied by density functional theory (DFT) calculations and the dye-sensitized composites are investigated using couples of spectral and electrochemical techniques. XZP2/TiO2 exhibits the smallest charge transfer resistance and the longest electron lifetime among the investigated composites. The same catalyst performs the highest efficiency in photodegradation of both acid black (AB1) and tetracycline (TC) polluted water samples. Electronic paramagnetic resonance and radical quenching experiments reveal that the priority reactive species are superoxide radicals (?O2?) and holes (h+), suggesting the efficient charge separation at the porphyrin-sensitized TiO2 interface. This work demonstrates the facilitated interfacial charge separation using dichromophoric dye-sensitized semiconductor particles for photodegradation and, the insights should aid in dyad design for photocatalysis application.
- Chen, Yan,Li, Henan,Mo, Zhao,Xu, Hui,Xu, Qingxiang,Xue, Zhaoli,Zhao, Long,Zhu, Xingtong
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supporting information
(2021/09/06)
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- Phosphorogenic dipyrrinato-iridium(III) complexes as photosensitizers for photodynamic therapy
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We have designed and synthesized a family of Ir(III) metal complexes coordinated with two cyclometalated bis-fluorophenylpyridine ligands and an ancillary dipyrromethene which is functionalized with a mesityl group (Ir(dipy)-1), an α-chloroacetyl ester (I
- Agarrabeitia, A. R.,Avellanal-Zaballa, E.,Ba?uelos, J.,Lérida-Viso, A.,Martínez-Má?ez, R.,Ortiz, M. J.,Prieto-Casta?eda, A.,Sola-Llano, R.
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- Synthesis, characterization, and reactivity of oxoiron(IV) porphyrin π-cation radical complexes bearing cationic N-methyl-2-pyridinium group
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Electronic charge near the active site is an important factor for controlling the reactivity of metalloenzymes. Here, to investigate the effect of the cationic charge near the heme in heme proteins, we synthesized new iron porphyrin complexes (1 and 2) ha
- Suzuki, Yuna,Hada, Masahiko,Fujii, Hiroshi
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- Non-Covalent Postfunctionalization of Dye Layers on TiO2 — A Tool for Enhancing Injection in Dye-Sensitized Solar Cells
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We report on newly tailored dye layers, which were employed, on one hand, for covalent deposition and, on the other hand, for non-covalently post-functionalizing TiO2 nanoparticle films. Our functionalization concept enabled intermixing a stabl
- Luchs, Tobias,Zieleniewska, Anna,Kunzmann, Andreas,Schol, Peter R.,Guldi, Dirk M.,Hirsch, Andreas
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supporting information
p. 5041 - 5050
(2021/02/26)
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- Highly regioselective palladium-catalyzed domino reaction for post-functionalization of BODIPY
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A series of benzo[a]-fused BODIPYs and the corresponding isomeric naphthyl-BODIPYs have been synthesized through a facile one-pot palladium-catalyzed domino reaction of BODIPY precursors (2-bromo-BODIPYs) with diarylethynes,via“cis,cis” and “trans,cis” ad
- Wang, Sisi,Wang, Zhaoli,Gao, Hu,Jiang, Liang,Liu, Hui,Wu, Fan,Zhao, Yue,Chan, Kin Shing,Shen, Zhen
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supporting information
p. 1758 - 1761
(2021/02/27)
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- Enhanced Electrocatalytic Activity of Thiophene-Substituted Asymmetric Porphyrin Film for Electrochemical Determination of Dopamine
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Abstract: Thiophene substituted porphyrin derivative was synthesized and investigated. The porphyrin derivative was characterized via MALDI-MS, 1H NMR, FT-IR, and cyclic voltammetry methods. The poly-porpyrin (PPor) film was electrochemically d
- Aysegul, Oksuz,Sadik, Cogal
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p. 2836 - 2843
(2020/12/07)
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- Synthesis of dipyroromethanes in water and investigation of electronic and steric effects in efficiency of olefin epoxidation by sodium periodate catalyzed by manganese tetraaryl and trans disubstituted porphyrin complexes
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Condensation of pyrrole with various aldehydes in the presence of BF3?etherate as an acid catalyst in water provides good yield of some dipyrromethanes. Prolongation of the reaction time with aldehydes substituted by electron-donating (mesityl) or electron-withdrawing (2,6-dichlorophenyl) groups on the ortho positions of the phenyl did not lead to decomposition or scrambling. Manganese trans disubstituted porphyrin complexes which derive from various dipyrromethanes and manganese tetraaryl porphyrin complexes including various substituents with different steric and electronic properties show good catalytic activity in epoxidation of alkenes by NaIO4 in the presence of imidazole (ImH). The study of steric and electronic effects of the catalysts on the epoxidation of olefins shows that Mn-porphyrin complexes with more bulky and electron-releasing groups on meso phenyls could increase the epoxidation yield of most alkenes.
- Bagherzadeh, Mojtaba,Jonaghani, Mohammad Adineh,Amini, Mojtaba,Mortazavi-Manesh, Anahita
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p. 671 - 678
(2019/04/26)
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- Energy sensitization of acceptors and donors in organic photovoltaics
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Disclosed herein are organic photosensitive optoelectronic devices comprising acceptor and/or donor sensitizers to increase absorption and photoresponse of the photoactive layers of the devices. In particular, devices herein include at least one acceptor
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Page/Page column 33; 34
(2019/08/20)
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- Influence of Rotator Design on the Speed of Self-Assembled Four-Component Nanorotors: Coordinative Versus Dispersive Interactions
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Four-component nanorotors are prepared by the self-assembly of stator [Cu4(4)]4+with its four copper(I)-loaded phenanthroline stations and various rotators carrying one, two, or three pyridine terminals. The fourth component, 1,4-diazabicyclo[2.2.2]octane, serves as a connecting axle between rotator and stator. Capitalizing on the heteroleptic pyridyl and phenanthroline metal complexes concept, the rotator’s pyridine terminals are connected to the copper(I)-loaded phenanthroline stations (Npy → [Cu(phen)]+) in the STOP state and disconnected in the transition state of rotation. As the barrier of the thermally activated rotation, measured by variable-temperature 1H NMR, is mainly governed by attractive forces between stator stations and rotator terminals, it increases along the series Ea (monopyridine rotator) a (dipyridine rotator) a (tripyridine rotator). However, there are even distinct differences in rate between rotors with equal number of rotator terminals. The change from the 5,10-dipyridyl (cis) to 5,15-dipyridyl (trans) zinc porphyrin rotator enhances the rotational frequency by almost 1000-fold. Density functional theory computational results suggest that not only coordinative Npy → [Cu(phen)]+ interactions but also dispersive attraction influence the barrier of rotation.
- Biswas, Pronay Kumar,Saha, Suchismita,Nanaji, Yerramsetti,Rana, Anup,Schmittel, Michael
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supporting information
p. 6662 - 6670
(2017/06/13)
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- Self-assembling molecular capsules based on α,γ-cyclic peptides
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A new capsule based on a β-sheet self-assembling cyclic peptide with the ability to recognize and release several guests is described. The host structure is composed of two self-complementary α,γ-cyclic peptides bearing a Zn porphyrin cap that is used for the selective recognition of the guest. The two components are linked through two dynamic covalent bonds. The combination of binding forces, including hydrogen bonding, metal coordination, and dynamic hydrazone bonds, allows the reversible recognition of long bipyridine guests. The affinity for these ligands showed a strong dependence on the guest length. Delivery of the encapsulated ligand can be achieved by hydrolysis of hydrazones to disrupt the sandwich complex structure.
- Ozores, Haxel Lionel,Amorín, Manuel,Granja, Juan R.
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supporting information
p. 776 - 784
(2017/05/17)
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- F-element metalated dipyrrins: synthesis and characterization of a family of uranyl bis(dipyrrinate) complexes
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Using an improved, chromatography-free dipyrrin synthesis, the α,β-unsubstituted dipyrrins [RC(C4H2N)2H] (2) (R = tolyl (2tolyl), p-OMe-C6H4 (2anis), mesityl (2me
- Bolotaulo, Duer,Metta-Maga?a, Alejandro,Fortier, Skye
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p. 3284 - 3294
(2017/03/15)
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- Synthesis of dipyrromethanes in aqueous media using boric acid
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Boric acid acts as an efficient and green catalyst for the condensation reaction of pyrrole and aldehydes in aqueous medium to produce parallel library of dipyrromethanes including new compound analogue, meso-acetyldipyrromethane in moderate to good yield. The use of boric acid as catalyst and selective reactivity of aldehydes over ketones in its presence, and water as reaction medium are important attributes in the present protocol.
- Singhal, Anchal,Singh, Snigdha,Chauhan, Shive M. S.
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p. 144 - 151
(2018/05/09)
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- Synthesis and characterization of simple cost-effective: Trans -A2BC porphyrins with various donor groups for dye-sensitized solar cells
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We have designed and synthesized a series of simple cost-effective 'push-pull' Zn(ii) porphyrin dyes containing various electron donors such as 2-thienyl, pyrenyl, phenyl, 4′-bromophenyl, 4′-tbutylphenyl and 4′-carboxyphenyl acceptor moieties i
- Kumar, Ravi,Sankar, Muniappan,Sudhakar, Vediappan,Krishnamoorthy, Kothandam
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p. 5704 - 5713
(2016/07/16)
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- Novel polycarboxylate porphyrins: Synthesis, characterization, photophysical properties and preliminary antimicrobial study against Gram-positive bacteria
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We describe the synthesis, characterization and photophysical properties of two new polycarboxylic photosensitizers. Owing to their structural design, these two compounds show water solubilities larger than natural carboxylic photosensitizers (e.g., proto
- Jiblaoui, Ahmad,Leroy-Lhez, Stéphanie,Ouk, Tan-Sothea,Grenier, Karine,Sol, Vincent
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p. 355 - 362
(2015/04/21)
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- Sulfonated graphenes catalyzed synthesis of expanded porphyrins and their supramolecular interactions with pristine graphene
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A newer synthesis of sulfonic acid functionalized graphenes have been developed, which have been characterized, examined as heterogeneous solid acid carbocatalyst in the synthesis of selected expanded porphyrins in different reaction conditions. This envi
- Mishra, Sweta,Arora, Smriti,Nagpal, Ritika,Chauhan, Shive Murat Singh
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p. 1729 - 1736
(2015/02/05)
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- Synthesis, electrochemistry, and photophysics of a family of phlorin macrocycles that display cooperative fluoride binding
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A homologous set of 5,5-dimethylphlorin macrocycles in which the identity of one aryl ring is systematically varied has been prepared. These derivatives contain ancillary pentafluorophenyl (3H(PhlF)), mesityl (3H(Phl Mes)), 2,6-bisme
- Pistner, Allen J.,Lutterman, Daniel A.,Ghidiu, Michael J.,Ma, Ying-Zhong,Rosenthal, Joel
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supporting information
p. 6601 - 6607
(2013/06/05)
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- Novel D-π-A system based on zinc porphyrin dyes for dye-sensitized solar cells: Synthesis, electrochemical, and photovoltaic properties
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We have designed and synthesized novel zinc porphyrin dyes which have a D-π-A system based on porphyrin derivatives containing a triphenylamine (TPA) electron-donating group and a phenyl carboxyl anchoring group substituted at the meso position of the por
- Seo, Kang Deuk,Lee, Myung Jun,Song, Hae Min,Kang, Hong Seok,Kim, Hwan Kyu
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experimental part
p. 143 - 149
(2012/03/11)
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- Novel D-π-A system based on zinc-porphyrin derivatives for highly efficient dye-sensitised solar cells
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We have designed and synthesised novel zinc porphyrin dyes that have a D-π-A system based on porphyrin derivatives containing a carbazole linked triphenylamine (TPA) electron-donating group as the second electron donor and a meso-substituted phenyl carboxyl anchoring group attached at the meso position of the porphyrin ring, yielding push-pull porphyrins as the most efficient green dye for DSSC applications. Under photovoltaic performance measurements, a maximum photon-to-electron conversion efficiency of 5.01% was achieved with the DSSC based on the dye HKK-Por1 (JSC = 10.7 mA/cm2, V OC = 0.67 V, FF = 0.70) under AM1.5 irradiation (100 mW/cm 2).
- Lee, Myung Jun,Seo, Kang Deuk,Song, Hae Min,Kang, Min Soo,Eom, Yu Kyung,Kang, Hong Seok,Kim, Hwan Kyu
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supporting information; experimental part
p. 3879 - 3882
(2011/08/09)
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- Complexation of Sc3N@C80 endohedral fullerene with cyclic Zn-bisporphyrins: Solid state and solution studies
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We report the synthesis of two cyclic β-pyrrole unsubstituted meso-tetraphenyl bisporphyrins in which the porphyrin units are connected by two 2,3-hexadiynyl-1,6-dioxo or two hexyl-1,6-dioxo spacers, respectively. Both cyclic porphyrin dimers exist in sol
- Hernandez-Eguia, Laura P.,Escudero-Adan, Eduardo C.,Pinzon, Julio R.,Echegoyen, Luis,Ballester, Pablo
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experimental part
p. 3258 - 3265
(2011/07/08)
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- α-/β-formylated boron-dipyrrin (BODIPY) dyes: Regioselective syntheses and photophysical properties
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Formylation has been performed on pyrrole-unsubstituted dipyrromethanes 1 and boron-dipyrrin (BODIPY) dyes 4 based on a Vilsmeier-Haack reaction. It is highly regioselective and complementary and occurs exclusively at the α-and β-position, respectively, f
- Yu, Changjiang,Jiao, Lijuan,Yin, Hao,Zhou, Jinyuan,Pang, Weidong,Wu, Yangchun,Wang, Zhaoyun,Yang, Gaosheng,Hao, Erhong
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body text
p. 5460 - 5468
(2011/11/29)
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- Geometric synthesis of porphyrin rods
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A method of making a compound of Formula I′ comprises reacting a compound of the formula DLCHO, with a compound of the formula to produce the compound of Formula I′. Methods of using the compounds are also described, particularly as intermediates for the synthesis of porphyrin rods, which porphyrin rods are in turn useful for (among other things) the production of molecular memory devices.
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Page/Page column 19-20; 23
(2010/11/27)
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- A strategic approach for the synthesis of new porphyrin rings, attractive for heme model purpose
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Novel complexes have been efficiently synthesized with a facile route using two different atropisomers of the same porphyrin. These compounds feature a tridentate binding site, a tyrosine molecule, and a proximal base, all bound to the porphyrin ring in different fashions, making them attractive for heme modeling purposes.
- Ladomenou, Kalliopi,Charalambidis, Georgios,Coutsolelos, Athanassios G.
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p. 2882 - 2887
(2007/10/03)
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- Methods and intermediates for the synthesis of porphyrins
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A method of making a porphyrin (I) is carried out by condensing (i) a bis(imino)dipyrromethane of Formula II: with (ii) a dipyrromethaneto produce a reaction product; then (b) optionally oxidizing said reaction product with an oxidizing agent; and then (c) optionally demetallating said reaction product to produce the porphyrin. Methods of making compounds of Formula II are also described.
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Page/Page column 12-13
(2008/06/13)
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- Synthesis of porphyrins designed for attachment to electroactive surfaces via one or more carbon tethers
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Porphyrin compounds having a surface attachment group coupled thereto at the 5 position are described. The surface attachment group has the formula: wherein R is —CHCH2 or —CCH and Ar is an aromatic group. Methods and intermediates useful for m
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Page/Page column 8-9
(2010/02/15)
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- Synthesis of locked meso-β-substituted chlorins via 1,3-dipolar cycloaddition
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A novel approach toward "locked" chlorins with increased stability has been studied in detail. The chlorin skeleton is assembled in a convergent fashion from two fragments via a porphyrin forming reaction, followed by 1,3-dipolar cycloaddition of azomethi
- Galezowski, Michal,Gryko, Daniel T.
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p. 5942 - 5950
(2007/10/03)
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- Alkylthio unit as an α-pyrrole protecting group for use in dipyrromethane synthesis
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The synthesis of porphyrin precursors requires the successive introduction of substituents at the pyrrole α- and α′-positions (2- and 5-, respectively). An α-pyrrole substituent that serves as a temporary masking agent and is not deactivating would greatly facilitate such syntheses, particularly for β-(3,4)-unsubstituted pyrroles, but has heretofore not been available. A series of α-RS groups (R = Me, Et, n-decyl, Ph) have been investigated in this regard, including the determination of the kinetics of substitution at the pyrrolic 3-, 4-, and 5-positions and the application to dipyrromethane formation. The RS group was readily introduced into the pyrrole α-position by the reaction of 2-thiocyanatopyrrole (prepared from pyrrole, ammonium thiocyanate, and iodine) and the corresponding Grignard reagent RMgBr. Each 2-alkylthio group activated the pyrrole ring toward deuteration at the 3- or 5- (vs 4-) position. The dipyrromethane synthesis was carried out using a 2:1 ratio of 2-(RS)pyrrole/benzaldehyde with a catalytic amount of InCl3 at room temperature in the absence of any solvent. The α-RS group was removed by hydrodesulfurization using Raney nickel or nickel complexes. This stoichiometric synthesis using the α-RS-protected pyrrole is in contrast to the traditional synthesis that employs an aldehyde and 25-100 mol equiv of pyrrole. Six meso-substituted dipyrromethanes were prepared by the reaction of 2-(n-decylthio)pyrrole/aldehyde/InCl3 (2.2:1:0.2 ratio) followed by hydrodesulfurization. Other reactions of the 1,9-bis(RS)dipyrromethane include oxidation to give (i) the 1,9-bis(RS)dipyrrin or (ii) the 1,9-bis(RSO 2)dipyrromethane, which underwent subsequent complexation with dibutyltin dichloride. In summary, under mild reaction conditions, the 2-alkylthio group is readily introduced to the pyrrole nucleus, directs electrophilic substitution to the 5-position, and is readily removed as required for elaboration of porphyrinic precursors.
- Thamyongkit, Patchanita,Bhise, Anil D.,Taniguchi, Masahiko,Lindsey, Jonathan S.
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p. 903 - 910
(2007/10/03)
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- Scalable synthesis of dipyrromethanes
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A (preferably nonaqueous) method of making a dipyrromethane is described. The comprises the steps of: (a) providing a reaction system consisting essentially of an aldehyde or acetal, excess pyrrole and a catalyst; (b) reacting the aldehyde or acetal with the pyrrole in the reaction system to form the dipyrromethane therein; (c) quenching the reaction system by adding a base thereto (preferably without simultaneously or concurrently adding water and/or an organic solvent thereto); (d) separating the catalyst from the reaction system; and then (e) separating the pyrrole from the reaction system to produce the dipyrromethane as a residual
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Page/Page column 13-14
(2008/06/13)
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- 1,9-Bis(N,N-dimethylaminomethyl)dipyrromethanes in the synthesis of porphyrins bearing one or two meso substituents
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A synthesis of 5,15-disubstituted zinc-porphyrins has been developed that employs condensation of a 1,9-bis(N,N-dimethylaminomethyl)dipyrromethane+a dipyrromethane in refluxing ethanol containing zinc acetate followed by oxidation with DDQ. The N,N-dimethylaminomethylation of the dipyrromethane was achieved via Eschenmoser's reagent (N,N-dimethylmethyleneammonium iodide) in CH2Cl2 at room temperature. The synthesis is compatible with diverse substituents (e.g., alkyl, aryl, ester, acetal) and enables rapid synthesis of trans-AB-, A2-, and A-porphyrins. The synthesis of >40 zinc porphyrins has been surveyed; 13 zinc porphyrins were isolated in yields of 5-20% without detectable scrambling.
- Fan, Dazhong,Taniguchi, Masahiko,Yao, Zhen,Dhanalekshmi, Savithri,Lindsey, Jonathan S.
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p. 10291 - 10302
(2007/10/03)
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- Methods and intermediates for the synthesis of dipyrrin-substituted porphyrinic macrocycles
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The present invention provides dipyrrin substituted porphyrinic macrocycles, intermediates useful for making the same, and methods of making the same. Such compounds may be used for purposes including the making of molecular memory devices, solar cells and light harvesting arrays.
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Page/Page column 5
(2010/02/09)
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- A Scalable Synthesis of Meso-Substituted Dipyrromethanes
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A one-flask synthesis of meso-substituted dipyrromethanes has been refined. The procedure entails reaction of an aldehyde in 100 equiv of pyrrole as the solvent containing a mild Lewis acid (e.g., InCl3) at room temperature. Following removal and recovery of excess pyrrole, the dipyrromethane is obtained by crystallization. The procedure generates minimal waste and does not require aqueous/organic extraction, chromatography, or distillation. The procedure has been scaled linearly to obtain >100 g of 5-phenyldipyrromethane. The utility of various analytical methods for characterizing dipyrromethanes has been investigated.
- Laha, Joydev K.,Dhanalekshmi, Savithri,Taniguchi, Masahiko,Ambroise, Arounaguiry,Lindsey, Jonathan S.
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p. 799 - 812
(2013/09/05)
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- Improved synthesis of meso substituted 21-Oxa and 2l-Thia tetra phenyl porphyrins
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An efficient method for the exclusive formation of 21-Oxa and 21-Thia tetra phenyl porphyrins in high yields by condensation of dipyrromethane and furan or thiophene diols is described.
- Srinivasan, Alagar,Sridevi, Bashyam,Reddy, Mereddy Venkat Ram,Narayanan, Seenichamy Jeyaprakash,Chandrashekar, Tavarekere K.
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p. 4149 - 4152
(2007/10/03)
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- One-flask synthesis of meso-substituted dipyrromethanes and their application of the synthesis of trans-substituted porphyrin building blocks
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The reaction at room temperature of an aldehyde with excess pyrrole in the absence of solvent affords the meso-substituted dipyrromethane. The reaction is catalyzed with trifluoroacetic acid or with BF3·O(Et)2. The dipyrromethane is purified by crystallization or by flash chromatography on silica with eluants containing 1% triethylamine. The reaction is compatible with aliphatic or aromatic aldehydes, including 2,6-disubstituted benzaldehydes. Nine dipyrromethanes have been prepared in this manner in yields of 47-86%, indicating the broad scope of the reaction. The dipyrromethanes are stable in the purified form in the absence of light and air. Similar reaction with terephthalaldehyde and pyrrole affords the corresponding bis-dipyrromethane. The reaction of a meso-substituted dipyrromethane with an aldehyde under the conditions of the two-step one-flask porphyrin synthesis affords a direct route to trans-substituted meso-porphyrins. Acidolysis of the dipyrromethane is negligible under the conditions of the porphyrin-forming reaction. Four porphyrins bearing peripheral functional groups and facially-encumbering groups have been prepared which serve as key building blocks in the synthesis of linear porphyrin arrays.
- Lee,Lindsey
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p. 11427 - 11440
(2007/10/02)
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