An Alternative Type of Fullerene Products from the Reaction of [60]Fullerene with Alkoxides and Subsequent Derivatization

作者：Wang Guan Wu^*; Lu Yong Ming; Chen Zhong Xiu; Wu Shi Hui

来源：Journal of Organic Chemistry, 2009, 74(13): 4841-4848.

DOI：10.1021/jo9005848

Reaction of [60]fullerene with freshly prepared RCH(2)CH(2)ONa/RCH(2)CH(2)OH (R = H, Me, Et, Ph) in anhydrous toluene in the presence of air unexpectedly afforded fullerene products with a C(60)-fused tetrahydrofuran ring Skeleton and an acetal moiety, which could be further transformed into C(60)-fused dihydrofurans, tolyl-substituted C(60)-fused tetrahydrofuran, and methanofullerenes bearing a formyl group by boron trifluoride etherate. Possible reaction mechanisms are proposed to explain the formation of different fullerene products.

• 出版日期2009-7-3
• 单位中国科学技术大学; 兰州大学; 复旦大学