Formation Process of SiF6@Cu2L4 Chiral Cage Pairs in a Glass Vessel: Catechol Oxidation Catalysis and Chiral Recognition

Hyo Jeong Back; Daeun Kim; Dongwon Kim; Jihun Han; Mohammad Mozammal Hossain; Ok Sang Jung; Young A. Lee

doi:10.1021/acsomega.3c05659

Formation Process of SiF₆@Cu₂L₄ Chiral Cage Pairs in a Glass Vessel: Catechol Oxidation Catalysis and Chiral Recognition

Hyo Jeong Back
, Daeun Kim
, Dongwon Kim
, Jihun Han
, Mohammad Mozammal Hossain
, Ok Sang Jung^*
, Young A. Lee^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

2 Scopus citations

Abstract

Self-assembly of CuX₂ (X^- = BF₄^-, PF₆^-, and SbF₆^-) with a pair of chiral bidentate ligands, (1R,2S)-(+)- and (1S,2R)-(−)-1-(nicotinamido)-2,3-dihydro-1H-inden-2-yl-nicotinate (r,s-L or s,r-L), in a mixture solvent including ethanol in a glass vessel gives rise to SiF₆^2--encapsulated Cu₂L₄ chiral cage products. The SiF₆^2- anion from the reaction of X^- with SiO₂ of the glass-vessel surface acts as a cage template or cage bridge. One of the products, [SiF₆@Cu₂(SiF₆)(s,r-L)₄]·3CHCl₃·4EtOH, is one of the most effective heterogeneous catalysts for the oxidation of 3,5-di-tert-butylcatechol. Furthermore, an l-DOPA/d-DOPA pair is recognizable by the cyclic voltammetry (CV) signals of its combination with chiral cages [SiF₆@Cu₂(BF₄)₂(s,r- or r,s-L)₄]·4CHCl₃·2EtOH pair and [SiF₆@Cu₂(SiF₆)(s,r- or r,s-L)₄]·3CHCl₃·4EtOH pair.

Original language	English
Pages (from-to)	39720-39729
Number of pages	10
Journal	ACS Omega
Volume	8
Issue number	42
DOIs	https://doi.org/10.1021/acsomega.3c05659
State	Published - 2023.10.24

Quacquarelli Symonds(QS) Subject Topics

Engineering - Chemical
Chemistry

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@article{8cd94a12a60e473abc13ddbce90a8170,

title = "Formation Process of SiF6@Cu2L4 Chiral Cage Pairs in a Glass Vessel: Catechol Oxidation Catalysis and Chiral Recognition",

abstract = "Self-assembly of CuX2 (X- = BF4-, PF6-, and SbF6-) with a pair of chiral bidentate ligands, (1R,2S)-(+)- and (1S,2R)-(−)-1-(nicotinamido)-2,3-dihydro-1H-inden-2-yl-nicotinate (r,s-L or s,r-L), in a mixture solvent including ethanol in a glass vessel gives rise to SiF62--encapsulated Cu2L4 chiral cage products. The SiF62- anion from the reaction of X- with SiO2 of the glass-vessel surface acts as a cage template or cage bridge. One of the products, [SiF6@Cu2(SiF6)(s,r-L)4]·3CHCl3·4EtOH, is one of the most effective heterogeneous catalysts for the oxidation of 3,5-di-tert-butylcatechol. Furthermore, an l-DOPA/d-DOPA pair is recognizable by the cyclic voltammetry (CV) signals of its combination with chiral cages [SiF6@Cu2(BF4)2(s,r- or r,s-L)4]·4CHCl3·2EtOH pair and [SiF6@Cu2(SiF6)(s,r- or r,s-L)4]·3CHCl3·4EtOH pair.",

author = "Back, \{Hyo Jeong\} and Daeun Kim and Dongwon Kim and Jihun Han and Hossain, \{Mohammad Mozammal\} and Jung, \{Ok Sang\} and Lee, \{Young A.\}",

note = "Publisher Copyright: {\textcopyright} 2023 The Authors. Published by American Chemical Society",

year = "2023",

month = oct,

day = "24",

doi = "10.1021/acsomega.3c05659",

language = "English",

volume = "8",

pages = "39720--39729",

journal = "ACS Omega",

issn = "2470-1343",

number = "42",

}

TY - JOUR

T1 - Formation Process of SiF6@Cu2L4 Chiral Cage Pairs in a Glass Vessel

T2 - Catechol Oxidation Catalysis and Chiral Recognition

AU - Back, Hyo Jeong

AU - Kim, Daeun

AU - Kim, Dongwon

AU - Han, Jihun

AU - Hossain, Mohammad Mozammal

AU - Jung, Ok Sang

AU - Lee, Young A.

PY - 2023/10/24

Y1 - 2023/10/24

N2 - Self-assembly of CuX2 (X- = BF4-, PF6-, and SbF6-) with a pair of chiral bidentate ligands, (1R,2S)-(+)- and (1S,2R)-(−)-1-(nicotinamido)-2,3-dihydro-1H-inden-2-yl-nicotinate (r,s-L or s,r-L), in a mixture solvent including ethanol in a glass vessel gives rise to SiF62--encapsulated Cu2L4 chiral cage products. The SiF62- anion from the reaction of X- with SiO2 of the glass-vessel surface acts as a cage template or cage bridge. One of the products, [SiF6@Cu2(SiF6)(s,r-L)4]·3CHCl3·4EtOH, is one of the most effective heterogeneous catalysts for the oxidation of 3,5-di-tert-butylcatechol. Furthermore, an l-DOPA/d-DOPA pair is recognizable by the cyclic voltammetry (CV) signals of its combination with chiral cages [SiF6@Cu2(BF4)2(s,r- or r,s-L)4]·4CHCl3·2EtOH pair and [SiF6@Cu2(SiF6)(s,r- or r,s-L)4]·3CHCl3·4EtOH pair.

AB - Self-assembly of CuX2 (X- = BF4-, PF6-, and SbF6-) with a pair of chiral bidentate ligands, (1R,2S)-(+)- and (1S,2R)-(−)-1-(nicotinamido)-2,3-dihydro-1H-inden-2-yl-nicotinate (r,s-L or s,r-L), in a mixture solvent including ethanol in a glass vessel gives rise to SiF62--encapsulated Cu2L4 chiral cage products. The SiF62- anion from the reaction of X- with SiO2 of the glass-vessel surface acts as a cage template or cage bridge. One of the products, [SiF6@Cu2(SiF6)(s,r-L)4]·3CHCl3·4EtOH, is one of the most effective heterogeneous catalysts for the oxidation of 3,5-di-tert-butylcatechol. Furthermore, an l-DOPA/d-DOPA pair is recognizable by the cyclic voltammetry (CV) signals of its combination with chiral cages [SiF6@Cu2(BF4)2(s,r- or r,s-L)4]·4CHCl3·2EtOH pair and [SiF6@Cu2(SiF6)(s,r- or r,s-L)4]·3CHCl3·4EtOH pair.

UR - https://www.scopus.com/pages/publications/85176797383

U2 - 10.1021/acsomega.3c05659

DO - 10.1021/acsomega.3c05659

M3 - Journal article

AN - SCOPUS:85176797383

SN - 2470-1343

VL - 8

SP - 39720

EP - 39729

JO - ACS Omega

JF - ACS Omega

IS - 42

ER -

Formation Process of SiF₆@Cu₂L₄ Chiral Cage Pairs in a Glass Vessel: Catechol Oxidation Catalysis and Chiral Recognition

Abstract

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