1247953-72-5Relevant academic research and scientific papers
A general method for the synthesis of 2,2-[60]fullerenoalkanals: The reaction of [60]fullerene with 2-bromoenol silyl ethers
Ito, Hiroshi,Kishi, Yusuke,Nishikawa, Yohei,Tada, Tomonori,Ishida, Yasuhiro,Saigo, Kazuhiko
experimental part, p. 1811 - 1814 (2010/10/19)
Five kinds of 2,2-[60]fullerenoalkanals were synthesized by the fluoride ion-mediated reaction of [60]fullerene with 2-bromoenol silyl ethers, which were easily prepared by 2-bromination of the corresponding enol silyl ethers. The reactivity differed significantly depending on the stability of the 2-bromoenol silyl ethers. High yield and selectivity were achieved for the reaction of 2-bromoenol trimethylsilyl ethers under mild conditions (KF/18-crown-6-ether). The reaction of stable 2-bromoenol tert-butyldimethylsilyl ethers, on the other hand, required the use of more reactive tetrabutylammonium fluoride as a fluoride ion source. Georg Thieme Verlag Stuttgart.
