Porphyrin Boxes Constructed by Homochiral Self-Sorting Assembly:  Optical Separation, Exciton Coupling, and Efficient Excitation Energy Migration

Hwang, In‐Wook; Kamada, Taisuke; Ahn, Tae Kyu; Ko, Dah Mee; Nakamura, Takeshi; Tsuda, Akihiko; Osuka, Atsuhiro; Kim, Dongho

doi:10.1021/ja046241e

Cited by 190 publications

(122 citation statements)

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“…The absorption spectra of B N A show much smaller split Soret bands than those of D N A. In addition, the extent of split also exhibits a systematic change depending on the size of box [28]; while the high-energy Soret band remains at the same position, the low-energy Soret band shifts to blue in the order of B3A < B2A < B1A. The complicated Soret band splitting observed in B N A arises from various dipole-dipole excitonic interactions among eight mutually perpendicular porphyrin units.…”

Section: Phil Trans R Soc a (2012)mentioning

confidence: 89%

“…In such a case, a time interval between two consecutive detected photons conforms to a multiple of the laser repetition rate (N L in figure 6b). On the other hand, if photon pairs induced by the same laser pulse are emitted simultaneously , where the size of B N A is controlled by inserting one or two phenyl groups between the porphyrin and pyridyl substituents [28].…”

Section: Phil Trans R Soc a (2012)mentioning

confidence: 99%

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Excitation energy migration processes in various multi-porphyrin assemblies

Yang

Kim

2012

Phil. Trans. R. Soc. A.

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The electronic interactions and excitation energy transfer (EET) processes of a variety of multi-porphyrin arrays with linear, cyclic and box architectures have been explored. Directly meso-meso linked linear arrays (Z N ) exhibit strong excitonic coupling with an exciton coherence length of approximately 6 porphyrin units, while fused linear arrays (T N ) exhibit extensive p-conjugation over the whole array. The excitonic coherence length in directly linked cyclic porphyrin rings (CZ N ) was determined to be approximately 2.7 porphyrin units by simultaneous analysis of fluorescence intensities and lifetimes at the single-molecule level. By performing transient absorption (TA) and TA anisotropy decay measurements, the EET rates in m-phenylene linked cyclic porphyrin wheels C12ZA and C24ZB were determined to be 4 and 36 ps −1 , respectively. With increasing the size of C N ZA, the EET efficiencies decrease owing to the structural distortions that produce considerable non-radiative decay pathways. Finally, the EET rates of self-assembled porphyrin boxes consisting of directly linked diporphyrins, B1A, B2A and B3A, are 48, 98 and 361 ps −1 , respectively. The EET rates of porphyrin boxes consisting of alkynylenebridged diporphyrins, B2B and B4B, depend on the conformation of building blocks (planar or orthogonal) rather than the length of alkynylene linkers.

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Section: Phil Trans R Soc a (2012)mentioning

confidence: 89%

Section: Phil Trans R Soc a (2012)mentioning

confidence: 99%

Excitation energy migration processes in various multi-porphyrin assemblies

Yang

Kim

2012

Phil. Trans. R. Soc. A.

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“…The formation of rigid self-assembled structure was further confirmed by fluorescence spectroscopy. On the basis of similar pattern, porphyrin boxes have been produced upon aggregation in solution, which were characterized by 1H NMR spectroscopy [101].…”

Section: Meso Linked Diporphyrins To Porphyrin Boxesmentioning

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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“…28,29 For porphyrin boxes, the energy transfer rate from porphyrin to coordinated porphyrin was on the order of several tens of picoseconds, depending on the length of the phenyl ring linking porphyrin and the zinc center. For prisms, the energy transfer rate depends on the distance.…”

Section: Chromophore Arrays Organized By Noncovalent Linkagementioning

confidence: 99%