Synthesis and characterization of anthracene-clustering dendrimers: observation of fluorescence resonance energy transfer in the multichromophoric system
摘要:
A series of anthracene-clustering dendrimers bearing various aliphatic substituents at the terminal positions were synthesized using a direct coupling strategy. A remarkable effect of the side chains was imparted to chemical properties of the dendrimers such as drastically increased solubility. Although the multibranched anthracene arrays in the dendritic architectures exhibited no cooperativity in terms of the absorption feature and behaved as single chromophoric systems, investigations focusing on fluorescence properties revealed that a type of cooperativity was present as expressed in the reduced quantum yields of fluorescence. An alternative approach utilizing time-resolved fluorescence decay measurements clearly demonstrated that the most reasonable mechanism of the cooperative action should involve two discernible channels of intramolecular fluorescence resonance energy transfer (FRET) occurring from one chromophore to the others within and across junctions of the branching units. (C) 2004 Elsevier Ltd. All rights reserved.
Novel photoinduced double perfluoroalkylation of methylacenes has been described. The reaction proceeded with appropriately substituted methylacenes to produce a mixture of the expected aromatic compounds with Rf groups both at the methyl and its para position as well as the corresponding nonaromatic tautomers. Steric repulsive interaction of fluorine atoms in perfluoroalkyl groups with hydrogen atoms
The synthesis of polyenes with 3 or 5 conjugated double bonds bearing alkylanthryl and alkylpyridinium terminal groups is described. Alkyl chains of suitable length were introduced in both the anthracene and/or pyridine moiety to reduce the solubility in water thus improving the ability to form Langmuir-Blodgett films.
The direct use of readily available and relatively inexpensive organolithium reagents in cross-coupling reactions is grown in recent years. However, the large-scale application of these commodity reagents remains a formidable challenge. Here we report fast, efficient, and in continuo Pd-catalysed cross couplings of organolithium reagents with aryl bromides that proceed in 40 s, allowing the synthesis