Various 3′,5′-O-(1-phosphonoalkylidene) derivatives of 1-(2-deoxy-β-D-threo-pentofuranosyl)thymine bearing a substituent in the ω-position of the alkylidene chain were prepared by the redox reaction of diethyl chlorophosphite with six-membered 3′,5′-orthoesters of xylo-dT. Susceptibility of ω-haloalkylidene derivatives for nucleophilic substitution is discussed. The configuration of the final phosphonates
Nef, Justus Liebigs Annalen der Chemie, 1897, vol. 298, p. 322
作者:Nef
DOI:——
日期:——
Regioselective Synthesis of 1,4-Di(organo)[60]fullerenes through DMF-assisted Monoaddition of Silylmethyl Grignard Reagents and Subsequent Alkylation Reaction
Monoaddition of Grignard reagents, in particular tri(organo)silylmethyl magnesium chlorides, to [60]fullerene took place smoothly in the presence of dimethylformamideto produce (organo)(hydro)[60]fullerenes, (C60RH)-H-1, in good yield (up to 93% isolated yield). The hydrofullerene was then deprotonated to generate the corresponding anion, C60R-, which was then alkylated to obtain 58 pi-electron di(organo)[60]fullerenes, (C60RR2)-R-1, in good to high yield (up to 93% overall yield). The two-step methodology provides a wide variety of 1,4-di(organo)[60] fullerenes bearing the same or different organic addends on the [60] fullerene core. By changing the addends, one can control the chemical and physical properties of the compounds at the molecular and bulk levels.