Self-organization and photoreactivity of anthryl dendron having perfluoroalkyl chains at the terminals

Yasushi Yanagimoto; Yutaka Takaguchi; Yuuki Sako; Sadao Tsuboi; Masahiro Ichihara; Kazuchika Ohta

doi:10.1016/j.tet.2006.06.036

Self-organization and photoreactivity of anthryl dendron having perfluoroalkyl chains at the terminals

Yasushi Yanagimoto, Yutaka Takaguchi, Yuuki Sako, Sadao Tsuboi, Masahiro Ichihara, Kazuchika Ohta

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

7 Citations (Scopus)

Abstract

A newly designed anthryl dendron having perfluoroalkyl chains at terminals showed thermotropic liquid crystallinity, which was characterized using polarizing optical microscopy, differential scanning calorimetry, and X-ray diffraction. The anthryl dendron forms S_B phase at room temperature below 53 °C, at which temperature a phase transition to Col_rd takes place. In a fluorous solvent, regioselective photodimerization of the anthryl dendron occurred to give head-to-head photodimers, although photodimerization in the S_B phase and chloroform gave both head-to-head and head-to-tail photodimers.

Original language	English
Pages (from-to)	8373-8378
Number of pages	6
Journal	Tetrahedron
Volume	62
Issue number	35
DOIs	https://doi.org/10.1016/j.tet.2006.06.036
Publication status	Published - Aug 28 2006

Keywords

Dendrimer
Fluorous chemistry
Mesophase
Photodimerization

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2006.06.036

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title = "Self-organization and photoreactivity of anthryl dendron having perfluoroalkyl chains at the terminals",

abstract = "A newly designed anthryl dendron having perfluoroalkyl chains at terminals showed thermotropic liquid crystallinity, which was characterized using polarizing optical microscopy, differential scanning calorimetry, and X-ray diffraction. The anthryl dendron forms SB phase at room temperature below 53 °C, at which temperature a phase transition to Colrd takes place. In a fluorous solvent, regioselective photodimerization of the anthryl dendron occurred to give head-to-head photodimers, although photodimerization in the SB phase and chloroform gave both head-to-head and head-to-tail photodimers.",

keywords = "Dendrimer, Fluorous chemistry, Mesophase, Photodimerization",

author = "Yasushi Yanagimoto and Yutaka Takaguchi and Yuuki Sako and Sadao Tsuboi and Masahiro Ichihara and Kazuchika Ohta",

note = "Funding Information: This work was partly supported by The Kurata Memorial Hitachi Science and Technology Foundation, Industrial Technology Research Grant Program in 2004 from New Energy and Industrial Technology Development Organization (NEDO) of Japan, and Grant-in-Aid for the Scientific Research (15750036) from the Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan. ",

year = "2006",

month = aug,

day = "28",

doi = "10.1016/j.tet.2006.06.036",

language = "English",

volume = "62",

pages = "8373--8378",

journal = "Tetrahedron",

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number = "35",

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TY - JOUR

T1 - Self-organization and photoreactivity of anthryl dendron having perfluoroalkyl chains at the terminals

AU - Yanagimoto, Yasushi

AU - Takaguchi, Yutaka

AU - Sako, Yuuki

AU - Tsuboi, Sadao

AU - Ichihara, Masahiro

AU - Ohta, Kazuchika

N1 - Funding Information: This work was partly supported by The Kurata Memorial Hitachi Science and Technology Foundation, Industrial Technology Research Grant Program in 2004 from New Energy and Industrial Technology Development Organization (NEDO) of Japan, and Grant-in-Aid for the Scientific Research (15750036) from the Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan.

PY - 2006/8/28

Y1 - 2006/8/28

N2 - A newly designed anthryl dendron having perfluoroalkyl chains at terminals showed thermotropic liquid crystallinity, which was characterized using polarizing optical microscopy, differential scanning calorimetry, and X-ray diffraction. The anthryl dendron forms SB phase at room temperature below 53 °C, at which temperature a phase transition to Colrd takes place. In a fluorous solvent, regioselective photodimerization of the anthryl dendron occurred to give head-to-head photodimers, although photodimerization in the SB phase and chloroform gave both head-to-head and head-to-tail photodimers.

AB - A newly designed anthryl dendron having perfluoroalkyl chains at terminals showed thermotropic liquid crystallinity, which was characterized using polarizing optical microscopy, differential scanning calorimetry, and X-ray diffraction. The anthryl dendron forms SB phase at room temperature below 53 °C, at which temperature a phase transition to Colrd takes place. In a fluorous solvent, regioselective photodimerization of the anthryl dendron occurred to give head-to-head photodimers, although photodimerization in the SB phase and chloroform gave both head-to-head and head-to-tail photodimers.

KW - Dendrimer

KW - Fluorous chemistry

KW - Mesophase

KW - Photodimerization

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U2 - 10.1016/j.tet.2006.06.036

DO - 10.1016/j.tet.2006.06.036

M3 - Article

AN - SCOPUS:33745963075

SN - 0040-4020

VL - 62

SP - 8373

EP - 8378

JO - Tetrahedron

JF - Tetrahedron

IS - 35

ER -

Self-organization and photoreactivity of anthryl dendron having perfluoroalkyl chains at the terminals

Abstract

Keywords

ASJC Scopus subject areas

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