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A New Family of Fullerene Derivatives Bearing Long Alkyl and Triethyleneglycol Moieties
Author(s) -
Pefkianakis Eleftherios K.,
Manthou Victoria S.,
Paraskevopoulou Patrina,
Sakellariou Georgios,
Vougioukalakis Georgios C.
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201600405
Subject(s) - triethylene glycol , chemistry , adduct , fullerene , alkyl , toluene , chloroform , solubility , mass spectrometry , tetrahydrofuran , cyclic voltammetry , organic chemistry , photochemistry , polymer chemistry , electrochemistry , chromatography , electrode , solvent
Herein, we report the synthesis and characterization of four novel fullerene C 60 derivatives. The carbon cage of these C 60 derivatives is decorated with one or two dodecyl or triethylene glycol tails, through the appropriately modified ortho‐xyleno bridge, by utilizing the Diels‐Alder reaction of C 60 with the corresponding especially designed, novel, in situ‐prepared ortho‐quinodimethanes. Two different synthetic approaches were designed and followed for the preparation of these adducts. All fullerene derivatives were characterized via 1 H‐ and 13 C‐NMR, matrix‐assisted laser desorption‐ionization mass spectrometry, as well as, by FT‐IR and UV‐Vis spectroscopies and cyclic voltammetry. All adducts exert very high solubility in common organic solvents like chloroform, tetrahydrofuran, and toluene.