Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 14, Pages 9876-9882Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c00954
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Funding
- Hellenic Foundation for Research and Innovation (HFRI)
- General Secretariat for Research and Technology (GSRT) [GA. 4813]
- Deutsche Forschungsgemeinschaft (DFG) [182849149-SFB 953]
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A new one-step method for functionalizing C-60 with lactones has been developed, leading to the synthesis of a previously unknown class of materials, namely 1-lactonyl-2-hydro[60]fullerenes. The mechanism of this reaction has been proposed based on the structure of reaction products and deuterium-incorporated experiments.
A new, one step functionalization of C-60 with lactones has been developed. This photochemical approach utilizes a variety of lactonyl radicals deriving from lactones through a hydrogen atom abstraction process mediated by tetrabutylammonium decatungstate [(n-Bu4N)(4)W10O32]. This reaction provides access to a previously unknown class of materials, namely 1-lactonyl-2-hydro[60]fullerenes. A mechanism for this new reaction has been proposed based mainly on the structure of reaction products and deuterium-incorporated experiments.
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