کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5272975 | 1385478 | 2013 | 4 صفحه PDF | دانلود رایگان |
Acetalized [60]fullerenes were synthesized from cyclohexanone-fused [60]fullerene, which was facilely prepared by Diels-Alder reaction of C60 with silylether diene, on treatment of various aliphatic alcohols under TiCl4 catalyst. The spiro-cyclic acetalized [60]fullerenes having five, six, and seven-membered rings were also synthesized by using the corresponding diols under the same condition. The slightly raised reduction potentials Ered (â¼0.04 V) relative to those of PCBM were observed by cyclic voltammetry measurement, depending on the identity of alkyl group/chain. The noncyclic acetalized [60]fullerenes showed lower thermal stability up to 200 °C, while the cyclic ones exhibited the drastically improved thermal stability up to 350 °C under nitrogen atmosphere. The acid-catalyzed hydrolysis easily removed the acetal moiety quantitatively, resulting in a considerable change of solvent solubility of the fullerene.
Acetalized [60]fullerenes were synthesized from cyclohexanone-fused [60]fullerene, which was facilely prepared by Diels-Alder reaction of C60 with silylether diene, on treatment of various aliphatic alcohols under TiCl4 catalyst. The spiro-cyclic acetalized [60]fullerenes having 5-, 6-, and 7-membered ring were also synthesized by using the corresponding diols under the same condition. The slightly raised reduction potentials Ered (â¼0.04 V) relative to that of PCBM were observed by cyclic voltammetry measurement, depending on the identity of alkyl group/chain. The noncyclic acetalized [60]fullerenes showed lower thermal stability up to 200 °C, while the cyclic ones exhibited the drastically improved thermal stability up to 350 °C under nitrogen atmosphere. The acid-catalyzed hydrolysis easily removed the acetal moiety quantitatively, resulting in the considerable change of solvent solubility of the fullerene.
Journal: Tetrahedron Letters - Volume 54, Issue 27, 3 July 2013, Pages 3510-3513