title: Fullerene derivatives incorporating phosphoramidous ylide and phosphoramidate: synthesis and property.
abstract: The reaction of dimethyl acetylenedicarboxylate (DMAD) with C(60) in the presence of hexamethylphosphorous triamide (HMPT) or hexaethylphosphorus triamide (HEPT) results in fullerene derivatives incorporating HMPT or HEPT ylides. The ylide derivatives exhibit unusual electronic absorptions in the visible region (435-660 nm), likely due to the presence of the ylide moiety. Electrochemical studies revealed that the first reductive potential of these compounds was more negative relative to those of both C(60) (DeltaE = 130 mV) and a simple Bingel adduct (DeltaE = 90 mV). A phosphoramidate side product, which resulted from the addition of HMPT or HEPT to C(60) followed by hydrolysis, exhibited a featureless absorption spectrum in the visible region and a more negative first reductive potential (DeltaE = 70 mV) relative to that of C(60).
authors.affiliation: Department of Applied Chemistry, National Chiao Tung University, Hsinchu, Taiwan, ROC 30010.
authors.forename: Sheng-Yuan
authors.initials: SY
authors.lastname: Chen
authors.forename: Rai-Long
authors.initials: RL
authors.lastname: Cheng
authors.forename: Cheng-Kuo
authors.initials: CK
authors.lastname: Tseng
authors.forename: Ya-Shiuan
authors.initials: YS
authors.lastname: Lin
authors.forename: Li-Hsiang
authors.initials: LH
authors.lastname: Lai
authors.forename: Rajesh Kumar
authors.initials: RK
authors.lastname: Venkatachalam
authors.forename: Yu-Chie
authors.initials: YC
authors.lastname: Chen
authors.forename: Chien-Hong
authors.initials: CH
authors.lastname: Cheng
authors.forename: Shih-Ching
authors.initials: SC
authors.lastname: Chuang