Synthesis and properties of oligo[n]cruciforms: nanosized sterically encumbered tetraethynylphenyl-homologated fluorophores.

作者: Abdelaziz Al Ouahabi , Paul N. W. Baxter , Jean-Paul Gisselbrecht , André De Cian , Lydia Brelot

DOI: 10.1021/JO802797E

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摘要: A series of nanosized phenyleneethynylenes have been prepared which are sterically insulated from the surrounding environment by multiple functionalization with triisopropylsilyl (TIPS) substituents. The comprise oligo[n]cruciforms 1−4 (n = 3−5) and a dehydrotribenzo[12]annulene 5, former possess para-acyclic latter ortho-cyclic electronic conjugation pathways. All compounds were characterized 1H 13C NMR, IR, mass spectroscopic techniques. X-ray crystal structure 1 confirmed isolating properties TIPS comparison physical these electronically differing systems revealed that they all luminescent upon UV irradiation displayed negligible aggregation in dilute solution particular members studied electrochemically active, undergoing facile reversible reductions. also exhibited significantly enhanced thermal stability virtue pres...

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