Formation of zwitterionic fullerodendron using a new DBN-focal dendron

Yutaka Takaguchi; Maki Hosokawa; Masatoshi Mayahara; Tomoyuki Tajima; Takahiro Sasamori; Norihiro Tokitoh

doi:10.3390/s100100613

Formation of zwitterionic fullerodendron using a new DBN-focal dendron

Yutaka Takaguchi, Maki Hosokawa, Masatoshi Mayahara, Tomoyuki Tajima, Takahiro Sasamori, Norihiro Tokitoh

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

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 (λ_max = 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.

Original language	English
Pages (from-to)	613-624
Number of pages	12
Journal	Sensors
Volume	10
Issue number	1
DOIs	https://doi.org/10.3390/s100100613
Publication status	Published - Jan 2010

Keywords

DBN
Dendrimer
Fullerene
Fullerene anion
Fullerodendron

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry
Atomic and Molecular Physics, and Optics
Instrumentation
Electrical and Electronic Engineering

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10.3390/s100100613

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title = "Formation of zwitterionic fullerodendron using a new DBN-focal dendron",

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 = "DBN, Dendrimer, Fullerene, Fullerene anion, Fullerodendron",

author = "Yutaka Takaguchi and Maki Hosokawa and Masatoshi Mayahara and Tomoyuki Tajima and Takahiro Sasamori and Norihiro Tokitoh",

year = "2010",

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doi = "10.3390/s100100613",

language = "English",

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AU - Takaguchi, Yutaka

AU - Hosokawa, Maki

AU - Mayahara, Masatoshi

AU - Tajima, Tomoyuki

AU - Sasamori, Takahiro

AU - Tokitoh, Norihiro

PY - 2010/1

Y1 - 2010/1

N2 - 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.

AB - 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.

KW - DBN

KW - Dendrimer

KW - Fullerene

KW - Fullerene anion

KW - Fullerodendron

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Formation of zwitterionic fullerodendron using a new DBN-focal dendron

Abstract

Keywords

ASJC Scopus subject areas

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