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Chromophore‐Appended C 60 and C 70 Fullerenes: Anthracene and Pyrene Derivatives – Syntheses, Cyclic Voltammetry, and Spectra
Author(s) -
Gareis Thomas,
Köthe Oliver,
Daub Jörg
Publication year - 1998
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199808)1998:8<1549::aid-ejoc1549>3.0.co;2-#
Subject(s) - chemistry , anthracene , cyclic voltammetry , cycloaddition , fullerene , intramolecular force , pyrene , chromophore , photochemistry , fluorophore , electrochemistry , stereochemistry , fluorescence , organic chemistry , electrode , physics , quantum mechanics , catalysis
C 60 and C 70 adducts containing spacer‐linked phenyl ( BK1 ), 9‐anthracenyl ( BK2 ), 4‐(9‐anthracenyl)phenyl ( BK3 ), and 1‐pyrenyl groups ( BE1 and FE1 ) have been studied. Two different synthetic pathways were employed based on the [4+2] cycloaddition of fullerenes with 2‐trimethylsiloxy‐1,3‐butadienes ( TB ). Spectroscopic data for the new compounds are given. Electrochemical and optoelectrochemical studies were undertaken by using cyclic voltammetry and spectroelectrochemical methods. The fluorescence emission spectra of BK2 , BK3 , BE1 , and FE1 are reported. Intramolecular energy transfer from the excited fluorophore to the fullerene subunit is shown to occur.