Synthesis of amphiphilic [60]fullerene [3:3]hexakisadducts with four spherically defined addend zones.
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.
Beuerle
Florian
F
Department of Chemistry and Pharmacy, Interdisciplinary Center of Molecular Materials (ICMM), Friedrich-Alexander-Universität Erlangen-Nürnberg, Henkestrasse 42, 91054 Erlangen, Germany.
Hirsch
Andreas
A
D003521:Cyclopropanes / Q000737:chemistry*; D037741:Fullerenes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008314:Malonates / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D003521:Cyclopropanes; D037741:Fullerenes; D008314:Malonates; C069837:fullerene C60