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Synthesis of Amphiphilic [60]Fullerene [3:3]Hexakisadducts with Four Spherically Defined Addend Zones
Author(s) -
Beuerle Florian,
Hirsch Andreas
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200900330
Subject(s) - malonate , fullerene , amphiphile , chemistry , organic chemistry , copolymer , polymer
New [3:3]hexakisadducts 3 , 6 , and 7 have been synthesized by a stepwise addition of two tripodal malonate tethers to pristine [60]fullerene. For the first time, [3:3]hexakisadducts of two sets of asymmetrically substituted malonate addends could be prepared as single in / out isomers by following this synthetic protocol. Thereby, four spherically defined addend zones I–IV were created with various similar degrees of latitude on the fullerene sphere. Four amphiphilic [3:3]hexakisadducts 12 , 14 , 18 , and 19 were prepared with different relative arrangements of both the hydrophilic and lipophilic moieties in the addend zones I / II and III / IV , respectively.