Dendritic mixed hexakisadducts of C-60 with a T-h symmetrical addition pattern

Citation
A. Herzog et al., Dendritic mixed hexakisadducts of C-60 with a T-h symmetrical addition pattern, EUR J ORG C, (1), 2000, pp. 171-180
Citations number
25
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
1
Year of publication
2000
Pages
171 - 180
Database
ISI
SICI code
1434-193X(200001):1<171:DMHOCW>2.0.ZU;2-B
Abstract
The synthesis and complete characterization of dendritic hexakisadducts 8-1 3 of C-60 with a mixed (1:5, 2:4, 3:3 and 4:2) T-h symmetrical addition pat tern is described. Pentakis-, tetrakis-, tris- and bisadducts 4-7 of C-60 w ith diethyl malonate addends arranged in an incomplete octahedral addition pattern served as core building blocks. Completion of the pseudo-octahedral architecture was achieved by exhaustive cyclopropanation with first- to th ird-generation bromomalonate dendra 1-3 consisting of the corresponding Fre chet-type 3,5-dihydroxybenzyl alcohol subunits. This concept allows for the convergent synthesis of globular dendrimers with a variable number of dend ritic malonates (1-4) and a high dendron density in good yields. The H-1 an d C-13 NMR spectra reflect the T-h symmetrical addition pattern. of the pro ducts and reveal spatial interactions of inner dendron branches.