Supramolecular reactor from self-assembly of rod-coil molecule in aqueous environment

Journal of the American Chemical Society
Myongsoo LeeJa-Hyoung Ryu

Abstract

We synthesized an amphiphilic coil-rod-coil triblock molecule consisting of hexa-p-phenylene as a rod block and poly(ethylene oxide) with the number of repeating units of 17 as coil blocks and investigated aggregation behavior in aqueous environment. The rod-coil molecule was observed to aggregate into discrete micelles consisting of hydrophobic disklike rod bundles encapsulated by hydrophilic poly(ethylene oxide) coils. The aromatic bundles of the micelles were demonstrated to be used as an efficient supramolecular reactor for the room temperature Suzuki cross-coupling reaction of a wide range of aryl halides, including even aryl chlorides with phenylboronic acids in aqueous environment. These results demonstrate that self-assembly of amphiphilic rod-coil molecules can provide a useful strategy to construct an efficient supramolecular reactor for aromatic coupling reaction.

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Citations

Apr 19, 2005·Nature Materials·Won-Young YangMyongsoo Lee
Apr 19, 2005·Chemical Communications : Chem Comm·Byung-Sun KimMyongsoo Lee
Jun 16, 2005·Chemical Communications : Chem Comm·Bo Gyu ChoiByeongmoon Jeong
Jul 12, 2007·Chemical Communications : Chem Comm·Eunji LeeByoung-Ki Cho
Jul 15, 2011·Chemical Communications : Chem Comm·Yinli LiMingdong Dong
Sep 8, 2011·Molecular BioSystems·Luca SimeoneLuigi Paduano
Jan 31, 2006·IEE Proceedings. Nanobiotechnology·J L ChávezR S Duran
Feb 23, 2008·Chemical Communications : Chem Comm·Ja-Hyoung RyuMyongsoo Lee
Sep 29, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Hong ChiJoshy K S
Aug 1, 2007·Chemistry : a European Journal·Bo JingHuayu Qiu
Apr 4, 2008·Organic & Biomolecular Chemistry·Arnaud GissotPhilippe Barthélémy
Dec 16, 2005·Angewandte Chemie·Long Yi JinMyongsoo Lee
Mar 29, 2006·Angewandte Chemie·Tobias W SchleussAndreas F M Kilbinger
May 26, 2011·Chemical Society Reviews·Amit PatwaPhilippe Barthélémy
May 3, 2018·Beilstein Journal of Organic Chemistry·M Teresa De MartinoJan C M van Hest
Jul 19, 2012·Angewandte Chemie·Felix H SchacherIan Manners
Jul 16, 2017·Chemistry : a European Journal·Kei KondoMichito Yoshizawa
Jan 11, 2018·Chemical Communications : Chem Comm·Tomokuni KaiMichito Yoshizawa
Sep 14, 2013·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Yusi LaiZhongwei Gu
Jun 28, 2016·Chemistry, an Asian Journal·Zhaohua LiMyongsoo Lee
Jun 29, 2005·Langmuir : the ACS Journal of Surfaces and Colloids·Jason HolzmuellerVladimir Tsukruk
Apr 14, 2005·Chemical Reviews·Dennis M VriezemaRoeland J M Nolte
Jun 26, 2010·Chemistry of Materials : a Publication of the American Chemical Society·Dao M NguyenKevin D Belfield
Feb 28, 2014·Journal of the American Chemical Society·Yoshimitsu SagaraTetsuo Nagano
Sep 4, 2021·Nanoscale·Dragana ParipovićHolger Frauenrath

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