Efficient supramolecular synthesis of a robust circular light-harvesting Bodipy-dye based array

Kaloudi-Chantzea, Antonia; Karakostas, Nikolaos; Pitterl, Florian; Raptopoulou, Catherine P.; Γλέζος, Ν.; Pistolis, George

doi:10.1039/c2cc36825k

Cited by 48 publications

(21 citation statements)

References 18 publications

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“…In order to bring together all the above imperative concepts for the construction of cyclic light-harvesting multichromophoric arrays, we combine via Pt 2+pyridyl coordination chemistry [11][12][13][14] an organoplatinum(II) green emitter 15 (1) based on the boron dipyrromethane dye (Bodipy) 16 with an N,N 0 -di(4-pyridyl) (2) 17 and an N,N 0 -di(3-pyridyl) (3) substituted perylene bisimide (PBI) red emitter respectively, to form two discrete multichromophoric and brightly uorescent self-assembled polygonal hosts (4 and 5), shown in Scheme 1. The above tectons have been chosen to be spectrally differentiated, so as to maximize the overlap between the acceptor's (PBI) absorbance and donor's (Bodipy) uorescence.…”

Section: Introductionmentioning

confidence: 99%

Energy transfer within self-assembled cyclic multichromophoric arrays based on orthogonally arranged donor–acceptor building blocks

et al. 2015

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We herein present the coordination-driven supramolecular synthesis and photophysics of a [4+4] and a [2+2] assembly, built up by alternately collocated donor-acceptor chromophoric building blocks based, respectively, on the boron dipyrromethane (Bodipy) and perylene bisimide dye (PBI). In these multichromophoric scaffolds, the intensely absorbing/emitting dipoles of the Bodipy subunit are, by construction, cyclically arranged at the corners and aligned perpendicular to the plane formed by the closed polygonal chain comprising the PBI units. Steady-state and fs time-resolved spectroscopy reveal the presence of efficient energy transfer from the vertices (Bodipys) to the edges (PBIs) of the polygons. Fast excitation energy hopping - leading to a rapid excited state equilibrium among the low energy perylene-bisimide chromophores - is revealed by fluorescence anisotropy decays. The dynamics of electronic excitation energy hopping between the PBI subunits was approximated on the basis of a theoretical model within the framework of Förster energy transfer theory. All energy-transfer processes are quantitatively describable with Förster theory. The influence of structural deformations and orientational fluctuations of the dipoles in certain kinetic schemes is discussed.

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Section: Introductionmentioning

confidence: 99%

Energy transfer within self-assembled cyclic multichromophoric arrays based on orthogonally arranged donor–acceptor building blocks

et al. 2015

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“…77 More recently, energy transfer has been observed in coordination driven structures with BODIPYs installed on the periphery. 152 Using non-covalent host-guest complexes, it was shown that highly efficient energy transfer is observed from a guest to the BODIPY containing host. 153 Combining these popular phenylacetylene macrocycle and BODIPY motifs, our work demonstrates that effective supramolecular energy transfer can occur between these intensely absorbing chromophores.…”

Section: Photophysical Properties Of Bodipy-phenylacetylene Macrocycle 231mentioning

confidence: 99%

Supramolecular BODIPY Dye Architectures for Advanced Light Harvesting and Energy Transfer Applications

Yousaf¹

2022

Preprint

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Shape-persistent phenylacetylene macrocycles have been explored in a number of optoelectronic and light-harvesting applications, including two-photon absorption. Likewise, BODIPY (4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes) dyes have also been extensively used in material applications, owing to their tunable, intense absorption and sharp emission spectra exhibiting high quantum yields. Combining these two architectures, this thesis presents a derivative where a BODIPY is contained orthogonally within the phenylacetylene-macrocycle. This structure was inspired by photosystem II antennae complexes where energy is obsorbed by antennae complexes and funneled down to a reaction centre. Specifically, this family of molecules uses the phenylacetylene macrocycle to harvest the light and transfer it to the BODIPY core, and this has been observed by examining the fluorescence emission from the BODIPY (Figure 1). This novel dye design if coupled to a donor (D) and acceptor (A) capable of anchoring to TiO2 could be modified to become a π-spacer (i.e. D-π-A motif) for dye-sensitized solar cells resulting in panchromatic absorption, and ultimately more efficient devices.

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“…Since the inner cavity of the trimeric macrocycle is surrounded by catecholate oxygens and electron-rich pyrrol planes, the macrocyclic complex 7a strongly recognizes alkali-metal cations (K + , Rb + , and Cs + ) in solution. Some other dipyrrin complexes of boron (Kaloudi-Chantzea et al, 2012 ; Martinou et al, 2017 ) and Zn(II) (Sutton et al, 2004 ), Ag(I) (Salazar-Mendoza et al, 2008 ; Pogozhev et al, 2011 ; Zhang et al, 2017a ), and Re(I) (Zhang et al, 2017b ) ions were also used as building blocks of the supramolecular macrocyclic architectures.…”

Section: Self-assembly Of Discrete Supramolecular Architectures and Tmentioning

confidence: 99%

Functional Supramolecular Architectures of Dipyrrin Complexes

Matsuoka

Nabeshima

2018

Front. Chem.

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Dynamic formation of self-assemblies from molecular components is a useful and efficient way to produce molecular and supramolecular architectures with sophisticated functions. The labile coordination bond and dynamic covalent bond as a reversible bond have often been used to create a well-organized supramolecular self-assembly. In order to realize sophisticated novel functions of the supramolecular self-assemblies, dipyrrin complexes have recently been employed as a functional unit and incorporated into the supramolecular architectures because of their outstanding properties and functions such as a high photostability and strong light absorption/emission. This review article summarizes recent development in functional supramolecular architectures of the dipyrrin complexes produced by coordination to a metal ion and dynamic covalent bond formation. We first describe the synthesis and unique functions of a series of discrete supramolecular architectures: helicates, macrocycles, and cages. The polymeric supramolecular self-assemblies with 1D, 2D, and 3D structures are then introduced as a functional infinite supramolecular architecture.

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Efficient supramolecular synthesis of a robust circular light-harvesting Bodipy-dye based array

Abstract: We herein present the supramolecular construction of a completely fluorescent unquenched multichromophoric wheel consisting of boron dipyrromethene dyes arranged perpendicularly to the circular plane.

Cited by 48 publications

References 18 publications

Energy transfer within self-assembled cyclic multichromophoric arrays based on orthogonally arranged donor–acceptor building blocks

Energy transfer within self-assembled cyclic multichromophoric arrays based on orthogonally arranged donor–acceptor building blocks

Supramolecular BODIPY Dye Architectures for Advanced Light Harvesting and Energy Transfer Applications

Functional Supramolecular Architectures of Dipyrrin Complexes

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