Formation of Zwitterionic Fullerodendron Using a New DBN-Focal Dendron

• Main Authors: Takahiro Sasamori, Tomoyuki Tajima, Masatoshi Mayahara, Maki Hosokawa, Yutaka Takaguchi, Norihiro Tokitoh
• Format: Article
• Language: English
• Published: MDPI AG 2010-01-01
• Series: Sensors
• Subjects: dendrimer; fullerodendron; fullerene; DBN; fullerene anion
• Online Access: http://www.mdpi.com/1424-8220/10/1/613/

A new poly(amidoamine) dendron having 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) at the focal point was synthesized. Interestingly, formation of zwitterionic fullerodendrons (λmax = 930 nm for C60 and 795 nm for C70) were observed by Vis-NIR spectroscopy upon the reaction of C60 or C70 with the DBN-focal dendron. In particular, the C70 anion was effectively stabilized by the site isolation effect of the dendritic wedge. The half-life of fullerodendron 12b having C70 anion at the focal point reaches 7,345 min, which is 20 times longer than that of complex between C60 and pristine DBN. Furthermore, in order to confirm the structure of the zwitterionic complex, fullerodendron 12a was reprecipitated from benzonitrile/1,2,4-trimethylbenzene, and was observed using IR spectroscopy and APPI-MS.