Novel porphyrin-fullerene assemblies: from rotaxanes to catenanes.

Org Lett

Chemistry Department, New York University, New York City, New York 10003, USA.

Published: June 2004

[reaction: see text] Titration of porphyrin-fullerene rotaxanes with DABCO or 4,4'-bipyridine led to photo- and redoxactive catenanic architectures, which upon photoexcitation undergo a sequence of short-range energy and electron transfer events to give a long-lived charge-separated radical-pair state.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ol049540hDOI Listing

Publication Analysis

Top Keywords

novel porphyrin-fullerene
4
porphyrin-fullerene assemblies
4
assemblies rotaxanes
4
rotaxanes catenanes
4
catenanes [reaction
4
[reaction text]
4
text] titration
4
titration porphyrin-fullerene
4
porphyrin-fullerene rotaxanes
4
rotaxanes dabco
4

Similar Publications

A full-spectrum (300-850 nm) responsive donor-acceptor (D-A) supramolecular photocatalyst tetraphenylporphinesulfonate/fullerene (TPPS/C ) is successfully constructed. The theoretical spectral efficiency of TPPS/C is as high as 70%, offering the possibility of full-solar-spectrum light harvesting. The TPPS/C performs a highly efficient photocatalytic H evolution rate of 276.

View Article and Find Full Text PDF

Here, we present a novel butadiyne-linked HBC-ethynyl-porphyrin dimer, which exhibits in the ground state strong absorption cross sections throughout the UV and visible ranges of the solar spectrum. In short, a unidirectional flow of excited state energy from the HBC termini to the (metallo)porphyrin focal points enables concentrating light at the latter. Control over excitonic interactions within, for example, the electron-donating porphyrin dimers was realized by complexation of bidentate ligands to set up panchromatic absorption that extends all the way into the near-infrared range.

View Article and Find Full Text PDF

Porphyrin-based systems containing polyaromatic fragments: decoupling the synergistic effects in aromatic-porphyrin-fullerene systems.

RSC Adv

September 2020

GIR MIOMeT, IU CINQUIMA/Química Inorgánica, Facultad de Ciencias, Universidad de Valladolid E-47011 Valladolid Spain

In this work, we report a two-step synthesis that allows the introduction of four pyrene or corannulene fragments at the position of -tetraarylporphyrins using a microwave-assisted quadruple Suzuki-Miyaura reaction. Placing the PAHs at this position, further from the porphyrin core, avoids the participation of the porphyrin core in binding with fullerenes. The fullerene hosting ability of the four new molecular receptors was investigated by NMR titrations and DFT studies.

View Article and Find Full Text PDF

Herein, we report a novel porphyrin/fullerene supramolecular cocrystal using a shape-persistent zinc-metalated porphyrin box (Zn-PB) and C/C. An unprecedented arrangement of a tightly packed square-planar core of four C or C surrounded by six cube-shaped Zn-PBs was observed. This unique packing promotes strong charge transfer (CT) interactions between the two components in the ground state and formation of charge-separated states with very long lifetimes in the excited state and enables unusually high photoconductivity.

View Article and Find Full Text PDF

Two novel triads had been designed through covalent bond connection of the boron dipyrromethane (BODIPY), free base porphyrin (H2P) or zinc(ii) porphyrin (ZnP) and N-methyl-2-phenyl-3,4-fulleropyrrolidine (C) mediated by BODIPY. This closely spaced triad arrangement where porphyrin and fullerene are placed apart is anticipated to stabilize charge separation by separating the two radicals from each other. Two model polyads were synthesized with BODIPY and H2P or ZnP to investigate interaction between the two chromophores.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!