Iterative molecular assembly based on the cation-pool method. Convergent synthesis of dendritic molecules

Toshiki Nokami; Kousuke Ohata; Masafumi Inoue; Hiroaki Tsuyama; Akito Shibuya; Kazuya Soga; Masayuki Okajima; Seiji Suga; Jun Ichi Yoshida

doi:10.1021/ja803487q

Iterative molecular assembly based on the cation-pool method. Convergent synthesis of dendritic molecules

Toshiki Nokami, Kousuke Ohata, Masafumi Inoue, Hiroaki Tsuyama, Akito Shibuya, Kazuya Soga, Masayuki Okajima, Seiji Suga, Jun Ichi Yoshida

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

56 Citations (Scopus)

Abstract

An iterative method for molecular assembly has been developed based on the cation-pool method using (trimethylsilyl)diphenylmethane as a building block. The silyl group works as both an activating group of the benzene ring in the Friedel-Crafts type reaction and an electroauxiliary in the subsequent low temperature anodic oxidation to generate dendritic diarylcarbenium ions, which were well characterized by low-temperature NMR spectroscopy. The convergent synthesis of dendritic molecules has been achieved by repeating the sequence.

Original language	English
Pages (from-to)	10864-10865
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	130
Issue number	33
DOIs	https://doi.org/10.1021/ja803487q
Publication status	Published - Aug 20 2008
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja803487q

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abstract = "An iterative method for molecular assembly has been developed based on the cation-pool method using (trimethylsilyl)diphenylmethane as a building block. The silyl group works as both an activating group of the benzene ring in the Friedel-Crafts type reaction and an electroauxiliary in the subsequent low temperature anodic oxidation to generate dendritic diarylcarbenium ions, which were well characterized by low-temperature NMR spectroscopy. The convergent synthesis of dendritic molecules has been achieved by repeating the sequence.",

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AU - Nokami, Toshiki

AU - Ohata, Kousuke

AU - Inoue, Masafumi

AU - Tsuyama, Hiroaki

AU - Shibuya, Akito

AU - Soga, Kazuya

AU - Okajima, Masayuki

AU - Suga, Seiji

AU - Yoshida, Jun Ichi

PY - 2008/8/20

Y1 - 2008/8/20

N2 - An iterative method for molecular assembly has been developed based on the cation-pool method using (trimethylsilyl)diphenylmethane as a building block. The silyl group works as both an activating group of the benzene ring in the Friedel-Crafts type reaction and an electroauxiliary in the subsequent low temperature anodic oxidation to generate dendritic diarylcarbenium ions, which were well characterized by low-temperature NMR spectroscopy. The convergent synthesis of dendritic molecules has been achieved by repeating the sequence.

AB - An iterative method for molecular assembly has been developed based on the cation-pool method using (trimethylsilyl)diphenylmethane as a building block. The silyl group works as both an activating group of the benzene ring in the Friedel-Crafts type reaction and an electroauxiliary in the subsequent low temperature anodic oxidation to generate dendritic diarylcarbenium ions, which were well characterized by low-temperature NMR spectroscopy. The convergent synthesis of dendritic molecules has been achieved by repeating the sequence.

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Iterative molecular assembly based on the cation-pool method. Convergent synthesis of dendritic molecules

Abstract

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