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Novel expanded porphyrinoids with advanced structure features have a wide range of benefits (such as multi-metal coordination and facile tunable aromaticity) not offered by their normal porphyrin analogues. Considering research efforts have been devoted to address their limited synthetic accessibility issue. This review highlights some of these recent synthetic progresses towards these novel expanded porphyrinoids. 相似文献
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The one‐pot condensation/coordination reaction of 4‐iodobenzoylchloride, 2,3,4‐trimethylpyrrole and BF3 × Et2O yields the BF2 chelate complexes of the 1:1 condensation product 2‐(4‐iodobenzoyl)‐3,4,5‐trimethylpyrrole and of the 1:2 product 6‐(4‐iodophenyl)‐2,3,4,8,9,10‐hexamethyldipyrrin, as separable compounds in 6 and 38 % yield, respectively. Both new boron derivatives are fluorescent already upon exitation with ambient light. While the fluorescence quantum yield of the benzoyl derivative is very low, this value is significantly higher for the related boron dipyrrin (BODIPY) derivative. Single crystal X‐ray diffraction studies of both compounds reveal that the reason for these deviating physical properties are structural in nature. For the BODIPY an essentially flat structure of the fluorophor has been established, in addition to restricted rotation of the 4‐iodophenyl substituent, so that no conformational dynamic facilitates radiationless deactivations. The 1:1 condensation product on the other hand allows a fast equilibration of the photophysical exitation by dynamic processes and therefore exhibits a low fluorescence quantum yield. Both luminophores contain an iodoaryl moiety with potential uses for further functionalization and bioconjugation. 相似文献
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Novel expanded porphyrinoids with advanced structure features(such as multiple-inner-ring-fusion)have a wide range of benefits(such as multi-metal coordination and facile tunable aromaticity) not offered by their normal porphyrin analogues,and have found wide applications as sensors,fluorescent probes,novel ligands and functionalized NIR organic dyes in various research fields.However,the structures of these expanded porphyrinoids are scarce due to their limited synthetic accessibility.Herein,we summarized the lately reported efficient synthesis of novel expanded porphyrinoids with multipleinner-ring-fusion(up to six-inner-ring-fusion) and smaragdyrins with tunable aromaticity.Their synthesis is either based on an oxidative ring cyclization on linear/macrocyclic oligopyrroles containing N-confused pyrrole unit(s) or a straightforward double SNAr reaction on readily available 3,5-dibromoBODIPY,respectively. 相似文献
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Pyrrolic and polypyrrolic anion binding agents 总被引:4,自引:0,他引:4
Jonathan L. Sessler Salvatore Camiolo Philip A. Gale 《Coordination chemistry reviews》2003,240(1-2):17-55
This review traces the emergence of pyrrole-based receptors for anion recognition. It outlines how serendipitous findings that the diprotonated form of sapphyrin, a pentapyrrolic expanded porphyrin, formed a centrally-bound complex with fluoride anion made over a decade ago spawned studies of this and other expanded porphyrins as receptors, carriers, and sensors of anions. Further evolutions of the field, including in particular the finding that neutral, non-aromatic oligopyrrole macrocycles, such as the calixpyrroles and calixphyrins, can act as cheap, and easy-to-prepare anion receptors will also be highlighted, as will recent work with acyclic systems, including dipyrrolylquinoxalines (DPQs) and simple derivatives of pyrrole itself. 相似文献
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The reaction of 2,2′-bidipyrrins H2BDP with the RhI complexes [Rh(COD)(μ-OMe)]2 and [Rh(CO)2(μ-Cl)]2 yields the neutral species [{Rh(COD)}2BDP] (7, 8) and [{Rh(CO)2}2BDP] (2, 9), respectively. Treatment of the COD complexes with carbon monoxide results in the exchange of all COD ligands against CO. Ligand exchange studies on the carbonyl complexes 2 and 9 with different phosphane donors reveal the regioselective exchange of one CO per metal ion. In most cases, the reaction is accompanied by a large conformational change of the tetrapyrrole from a syn to an anti conformation. This conformational change was resolved by a combination of NMR spectroscopy and X-ray diffraction studies. 相似文献
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Tetrapyrroles as π Donors: A Pd22+ Unit Sandwiched between Two Helical Bilindione–Palladium Moieties
Pamela Lord Marilyn M. Olmstead Alan L. Balch 《Angewandte Chemie (International ed. in English)》1999,38(18):2761-2763
Metalation of octaethylbilindione (H3OEB) with palladium(II ) acetate produces the novel tetranuclear complex [Pd4(OEB)2] in which a (PdI2)2+ unit is sandwiched between two helical Pd(OEB) units (see picture). Treatment of [Pd4(OEB)2] with pyridine/ethanol gives the odd-electron helical complex [Pd(OEB)]. 相似文献
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