Investigation of Electronic Communication in Multi-Porphyrin Light-Harvesting Arrays

Seth, Jyoti; Palaniappan, Vaithianathan; Johnson, Thomas E.; Prathapan, Sreedharan; Lindsey, Jonathan S.; Bocian, David F.

doi:10.1021/ja00102a027

Cited by 210 publications

(293 citation statements)

References 3 publications

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“…2.00 is close to that of a free electron, which is expected for a porphyrinoid π-radical. [27] Conclusion (2,2Ј-Bidipyrrinato)copper(II) and -palladium(II) complexes belong to the same structural type as the respective nickel(II) complexes. The porphyrinoid M 1 L 1 coordination mode generally leads to a helical distortion of the ligand scaffold, which is stable to helix inversion in all cases studied.…”

Section: Spectroelectrochemical Investigationsmentioning

confidence: 98%

Structural and Spectroelectrochemical Studies on (2,2′-Bidipyrrinato)copper(II) and -palladium(II) Complexes

Bröring

Brandt

Bley-Escrich³

et al. 2002

Eur. J. Inorg. Chem.

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Copper(II) and palladium(II) complexes of two 2,2′‐bidipyrrin ligands were prepared and examined, in comparison with the known nickel(II) complexes of these ligands, by means of X‐ray crystallography, cyclic voltammetry, and spectroelectrochemistry. All compounds are of helical geometry with coordination environments of the metal centres displaying very small tetrahedral distortions for palladium and very large ones for copper complexes. Porphyrinoid behaviour was found for the one‐ and two‐electron oxidations of all complexes studied, as well as for the reductions of the PdII species. On the other hand, the reduction of the CuII complexes shows some special features, which may be explained from the results of spectroelectrochemical studies as related to the particular non‐planarity of these compounds. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)

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Section: Spectroelectrochemical Investigationsmentioning

confidence: 98%

Structural and Spectroelectrochemical Studies on (2,2′-Bidipyrrinato)copper(II) and -palladium(II) Complexes

Bröring

Brandt

Bley-Escrich³

et al. 2002

Eur. J. Inorg. Chem.

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“…4-Isopropylphenyldipyrromethane (21) was prepared in 36% isolated yield via the addition of TFA to a solution of 4-isopropylbenzaldehyde and an excess of pyrrole. A mixture of 4-isopropylbenzaldehyde and aldehyde 20 was condensed with dipyrromethane 21 in the presence of TFA in dichloromethane.…”

Section: Mixed Aldehyde Condensation Reactions Preparation Of 5-[4-(mentioning

confidence: 99%

“…Donors and acceptors have been separated by one or more porphyrin rings via diarylethyne [1,[7][8][9][10], ethyne [2][3][4][11][12][13][14] and polyethyne [3][4][5][6][15][16][17][18] linkers. Diarylethynes have been used as semi-rigid linkers [19,20] to connect multiple porphyrins for light-harvesting devices [1,21], molecular photonic wires [22], and optoelectronic gates [23]. Ethyne linkers have also been used to prepare porphyrin-based sensitizers for use in photodynamic therapy (PDT) [24][25][26][27].…”

Section: Introductionmentioning

confidence: 99%

The influence of phenylethynyl linkers on the photo-physical properties of metal-free porphyrins

Baker

Bright

Detty

et al. 2000

J. Porphyrins Phthalocyanines

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Series of 5,10,15,20-tetraarylporphyrins 1 and 5,10,15,20-tetrakis[4-(arylethynyl)phenyl]porphyrins 2 were prepared via condensation of pyrrole with the appropriate benzaldehyde or 4-(arylethynyl)benzaldehyde derivative (3). Condensation of meso-phenyldipyrromethane with mixtures of benzaldehyde and 4-(trimethylsilyl-ethynyl)benzaldehyde gave a separable mixture of mono- (6), bis- (both cis-7 and trans-8) and tris[4-(trimethylsilylethynyl)phenyl]porphyrin (9). Following removal of the trimethylsilyl groups of 6–9, the 4-ethynylphenyl groups of 11–14 were coupled to 1-iodo-3,5-di(trifluoromethyl)benzene with Pd ( OAc )2 to give 15–18 bearing one, two (both cis- and trans-) and three 4-[bis-3,5-(trifluoromethyl)phenylethynyl]phenyl groups respectively. Coupling of 11 and 1-iodo-4-nitrobenzene with Pd ( OAc )2 gave porphyrin 19 with one 4-(4-nitrophenylethynyl)phenyl group. Porphyrin 24 with a p-quinone linked to the porphyrin core via a phenylethynyl group was prepared via similar chemistry. The absorbance spectra, emission maxima, excited-state fluorescence lifetimes, quantum yields of fluorescence, rates of fluorescence and rates of non-radiative decay were measured for each of the porphyrins. Absorbance spectra and emission maxima were nearly identical for all the porphyrins of this study, which suggests that the aryl groups and 4-(arylethynyl)phenyl groups are not strongly coupled to the porphyrin core in these metal-free compounds. Fluorescence quantum yields and rates of radiative decay were larger for porphyrins bearing 4-(arylethynyl)phenyl groups, while excited-state fluorescence lifetimes were somewhat shorter. These effects were additive for each additional 4-(arylethynyl)phenyl group.

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“…Therefore, the excitation energy reaching LH1 is transferred effectively to the special pair initiating the charge separation. The arrangements of B850, LH1, and interestingly even the special pair are given by coordination of the imidazolyl side chains in transmembrane helices to the central Mg [53,54], 3) windmill-shaped [55,56], and 4) dendritic architectures [57]. Their geometry-dependent photochemical properties are of great importance in artificial light harvesting systems.…”

Section: Introductionmentioning

confidence: 99%

Meso-Linked Multiporphyrins as Model for Light Harvesting Systems: Review

Singhal¹

2017

Nat Prod Chem Res

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Nature has always been the fundamental source of inspiration for researchers to understand the complex biological functions. Photosynthesis is among the important natural phenomena and hence, gained interest towards developing the artificial photosynthetic reaction centers. Electron and energy transfer process between various porphyrin units within the multiporphyrin arrays is the important key in developing such systems. Long duration of charge separated state and spectral coverage scope of the accepting porphyrin units are another important factor that contribute to an efficient mimic of the photosynthetic reaction center. Meso-linked porphyrin architectures provide a great aspect in this regard because of short inter-porphyrinic distance with optimal dihedral angle. The present review highlights the design of various kinds of meso-linked multiporphyrins and study of electron and energy transfer processes between them that serve as an efficient model for light harvesting systems.

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Investigation of Electronic Communication in Multi-Porphyrin Light-Harvesting Arrays

Cited by 210 publications

References 3 publications

Structural and Spectroelectrochemical Studies on (2,2′-Bidipyrrinato)copper(II) and -palladium(II) Complexes

Structural and Spectroelectrochemical Studies on (2,2′-Bidipyrrinato)copper(II) and -palladium(II) Complexes

The influence of phenylethynyl linkers on the photo-physical properties of metal-free porphyrins

Meso-Linked Multiporphyrins as Model for Light Harvesting Systems: Review

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