Journal
ORGANIC LETTERS
Volume 21, Issue 24, Pages 9924-9928Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03862
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Funding
- Key Projects of the Preresearch Fund of the General Armament Department [6140720020101, 61407200204]
- National Natural Science Foundation of China [51572230]
- National Defense Technology Foundation Project [JSJL2016404B002]
- Institute of Chemical Materials, China Academy of Engineering Physics
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The regioselective synthesis of fullerene bis-adducts remains challenging because it produces large amounts of regioisomers. Novel nontethered cis-1 and cis-2 bis(benzofuro)[60]fullerene derivatives were directly synthesized with high regioselectivity by using chlorofullerene C60C16 as a precursor. Their structures were determined via spectroscopic data and single-crystal X-ray analysis. A nucleophilic addition elimination mechanism was proposed to elucidate the formation of highly regioselective cis-1 and cis-2 bis-adducts. The potential application of these bis(benzofuro)[60]fullerene derivatives as stabilizers in propellants was also investigated.
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