Self-Assembly of Macrocyclic Boronic Esters Bearing Tellurophene Moieties and Their Guest-Responsive Phosphorescence

Kohei Takahashi; Shunsuke Shimo; Emanuel Hupf; Junichi Ochiai; Christina A. Braun; William Torres Delgado; Letian Xu; Gang He; Eric Rivard; Nobuharu Iwasawa

doi:10.1002/chem.201901319

Self-Assembly of Macrocyclic Boronic Esters Bearing Tellurophene Moieties and Their Guest-Responsive Phosphorescence

Kohei Takahashi
, Shunsuke Shimo
, Emanuel Hupf
, Junichi Ochiai
, Christina A. Braun
, William Torres Delgado
, Letian Xu
, Gang He
, Eric Rivard
, Nobuharu Iwasawa

Frontier Institute of Science and Technology

Institute of Science Tokyo
University of Alberta
Xi'an Jiaotong University

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

18 Scopus citations

Abstract

Guest-controlled diastereoselective self-assembly of a diboryltellurophene and a chiral tetrol bearing an indacene backbone was achieved to give either hetero- or homochiral macrocyclic boronic esters, selectively. The heterochiral isomer (hetero-[2+2]^Te) exhibited a higher inclusion ability for electron-deficient aromatic guests, leading to effective quenching of phosphorescence from the diboryltellurophene moieties. The reported macrocycles collectively represent a promising arene sensing approach based on phosphorescence.

Original language	English
Pages (from-to)	8479-8483
Number of pages	5
Journal	Chemistry - A European Journal
Volume	25
Issue number	36
DOIs	https://doi.org/10.1002/chem.201901319
State	Published - 26 Jun 2019

Keywords

boronic esters
host–guest systems
phosphorescence
supramolecular chemistry
tellurophene

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10.1002/chem.201901319

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title = "Self-Assembly of Macrocyclic Boronic Esters Bearing Tellurophene Moieties and Their Guest-Responsive Phosphorescence",

abstract = "Guest-controlled diastereoselective self-assembly of a diboryltellurophene and a chiral tetrol bearing an indacene backbone was achieved to give either hetero- or homochiral macrocyclic boronic esters, selectively. The heterochiral isomer (hetero-[2+2]Te) exhibited a higher inclusion ability for electron-deficient aromatic guests, leading to effective quenching of phosphorescence from the diboryltellurophene moieties. The reported macrocycles collectively represent a promising arene sensing approach based on phosphorescence.",

keywords = "boronic esters, host–guest systems, phosphorescence, supramolecular chemistry, tellurophene",

author = "Kohei Takahashi and Shunsuke Shimo and Emanuel Hupf and Junichi Ochiai and Braun, \{Christina A.\} and \{Torres Delgado\}, William and Letian Xu and Gang He and Eric Rivard and Nobuharu Iwasawa",

note = "Publisher Copyright: {\textcopyright} 2019 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2019",

month = jun,

day = "26",

doi = "10.1002/chem.201901319",

language = "英语",

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journal = "Chemistry - A European Journal",

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T1 - Self-Assembly of Macrocyclic Boronic Esters Bearing Tellurophene Moieties and Their Guest-Responsive Phosphorescence

AU - Takahashi, Kohei

AU - Shimo, Shunsuke

AU - Hupf, Emanuel

AU - Ochiai, Junichi

AU - Braun, Christina A.

AU - Torres Delgado, William

AU - Xu, Letian

AU - He, Gang

AU - Rivard, Eric

AU - Iwasawa, Nobuharu

PY - 2019/6/26

Y1 - 2019/6/26

N2 - Guest-controlled diastereoselective self-assembly of a diboryltellurophene and a chiral tetrol bearing an indacene backbone was achieved to give either hetero- or homochiral macrocyclic boronic esters, selectively. The heterochiral isomer (hetero-[2+2]Te) exhibited a higher inclusion ability for electron-deficient aromatic guests, leading to effective quenching of phosphorescence from the diboryltellurophene moieties. The reported macrocycles collectively represent a promising arene sensing approach based on phosphorescence.

AB - Guest-controlled diastereoselective self-assembly of a diboryltellurophene and a chiral tetrol bearing an indacene backbone was achieved to give either hetero- or homochiral macrocyclic boronic esters, selectively. The heterochiral isomer (hetero-[2+2]Te) exhibited a higher inclusion ability for electron-deficient aromatic guests, leading to effective quenching of phosphorescence from the diboryltellurophene moieties. The reported macrocycles collectively represent a promising arene sensing approach based on phosphorescence.

KW - boronic esters

KW - host–guest systems

KW - phosphorescence

KW - supramolecular chemistry

KW - tellurophene

UR - https://www.scopus.com/pages/publications/85066252595

U2 - 10.1002/chem.201901319

DO - 10.1002/chem.201901319

M3 - 文章

C2 - 31034114

AN - SCOPUS:85066252595

SN - 0947-6539

VL - 25

SP - 8479

EP - 8483

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 36

ER -

Self-Assembly of Macrocyclic Boronic Esters Bearing Tellurophene Moieties and Their Guest-Responsive Phosphorescence

Abstract

Keywords

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