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Formation of Zwitterionic Fullerodendron Using a New DBN-Focal Dendron
Graduate School of Environmental Science, Okayama University, Tsushima-Naka 3-1-1, Kita-Ku, Okayama 700-8530, Japan
Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan
* Author to whom correspondence should be addressed.
Received: 16 November 2009; in revised form: 30 December 2009 / Accepted: 6 January 2009 / Published: 14 January 2010
Abstract: 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.
Keywords: dendrimer; fullerodendron; fullerene; DBN; fullerene anion
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Takaguchi, Y.; Hosokawa, M.; Mayahara, M.; Tajima, T.; Sasamori, T.; Tokitoh, N. Formation of Zwitterionic Fullerodendron Using a New DBN-Focal Dendron. Sensors 2010, 10, 613-624.
Takaguchi Y, Hosokawa M, Mayahara M, Tajima T, Sasamori T, Tokitoh N. Formation of Zwitterionic Fullerodendron Using a New DBN-Focal Dendron. Sensors. 2010; 10(1):613-624.
Takaguchi, Yutaka; Hosokawa, Maki; Mayahara, Masatoshi; Tajima, Tomoyuki; Sasamori, Takahiro; Tokitoh, Norihiro. 2010. "Formation of Zwitterionic Fullerodendron Using a New DBN-Focal Dendron." Sensors 10, no. 1: 613-624.