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Title: Chiral transcription in self-assembled tetrahedral Eu4L6 chiral cages displaying sizable circularly polarized luminescence

Abstract

Predictable stereoselective formation of supramolecular assembly is generally believed to be an important but complicated process. Here, we show that point chirality of a ligand decisively influences its supramolecular assembly behavior. We designed three closely related chiral ligands with different point chiralities, and observe their self-assembly into europium (Eu) tetrametallic tetrahedral cages. One ligand exhibits a highly diastereoselective assembly into homochiral (either ΔΔΔΔ or ΛΛΛΛ) Eu tetrahedral cages whereas the two other ligands, with two different approaches of loosened point chirality, lead to a significant breakdown of the diastereoselectivity to generate a mixture of (ΔΔΔΔ and ΛΛΛΛ) isomers. The cages are highly emissive (luminescence quantum yields of 16(1) to 18(1)%) and exhibit impressive circularly polarized luminescence properties (|g lum |: up to 0.16). With in-depth studies, we present an example that correlates the nonlinear enhancement of the chiroptical response to the nonlinearity dependence on point chirality.

Authors:
 [1];  [1];  [1];  [2];  [1];  [1];  [1];  [2];  [3];  [3]; ORCiD logo [3];  [3];  [1];  [1]
  1. The Hong Kong Polytechnic Univ., Kowloon (Hong Kong)
  2. Durham Univ., Durham (United Kingdom)
  3. Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
Publication Date:
Research Org.:
Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
OSTI Identifier:
1419458
Grant/Contract Number:  
AC02-05CH11231
Resource Type:
Accepted Manuscript
Journal Name:
Nature Communications
Additional Journal Information:
Journal Volume: 8; Journal Issue: 1; Journal ID: ISSN 2041-1723
Publisher:
Nature Publishing Group
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Yeung, Chi -Tung, Yim, King -Him, Wong, Ho -Yin, Pal, Robert, Lo, Wai -Sum, Yan, Siu -Cheong, Yee-Man Wong, Melody, Yufit, Dmitry, Smiles, Danil E., McCormick, Laura J., Teat, Simon J., Shuh, David K., Wong, Wing -Tak, and Law, Ga -Lai. Chiral transcription in self-assembled tetrahedral Eu4L6 chiral cages displaying sizable circularly polarized luminescence. United States: N. p., 2017. Web. doi:10.1038/s41467-017-01025-1.
Yeung, Chi -Tung, Yim, King -Him, Wong, Ho -Yin, Pal, Robert, Lo, Wai -Sum, Yan, Siu -Cheong, Yee-Man Wong, Melody, Yufit, Dmitry, Smiles, Danil E., McCormick, Laura J., Teat, Simon J., Shuh, David K., Wong, Wing -Tak, & Law, Ga -Lai. Chiral transcription in self-assembled tetrahedral Eu4L6 chiral cages displaying sizable circularly polarized luminescence. United States. doi:10.1038/s41467-017-01025-1.
Yeung, Chi -Tung, Yim, King -Him, Wong, Ho -Yin, Pal, Robert, Lo, Wai -Sum, Yan, Siu -Cheong, Yee-Man Wong, Melody, Yufit, Dmitry, Smiles, Danil E., McCormick, Laura J., Teat, Simon J., Shuh, David K., Wong, Wing -Tak, and Law, Ga -Lai. Tue . "Chiral transcription in self-assembled tetrahedral Eu4L6 chiral cages displaying sizable circularly polarized luminescence". United States. doi:10.1038/s41467-017-01025-1. https://www.osti.gov/servlets/purl/1419458.
@article{osti_1419458,
title = {Chiral transcription in self-assembled tetrahedral Eu4L6 chiral cages displaying sizable circularly polarized luminescence},
author = {Yeung, Chi -Tung and Yim, King -Him and Wong, Ho -Yin and Pal, Robert and Lo, Wai -Sum and Yan, Siu -Cheong and Yee-Man Wong, Melody and Yufit, Dmitry and Smiles, Danil E. and McCormick, Laura J. and Teat, Simon J. and Shuh, David K. and Wong, Wing -Tak and Law, Ga -Lai},
abstractNote = {Predictable stereoselective formation of supramolecular assembly is generally believed to be an important but complicated process. Here, we show that point chirality of a ligand decisively influences its supramolecular assembly behavior. We designed three closely related chiral ligands with different point chiralities, and observe their self-assembly into europium (Eu) tetrametallic tetrahedral cages. One ligand exhibits a highly diastereoselective assembly into homochiral (either ΔΔΔΔ or ΛΛΛΛ) Eu tetrahedral cages whereas the two other ligands, with two different approaches of loosened point chirality, lead to a significant breakdown of the diastereoselectivity to generate a mixture of (ΔΔΔΔ and ΛΛΛΛ) isomers. The cages are highly emissive (luminescence quantum yields of 16(1) to 18(1)%) and exhibit impressive circularly polarized luminescence properties (|g lum |: up to 0.16). With in-depth studies, we present an example that correlates the nonlinear enhancement of the chiroptical response to the nonlinearity dependence on point chirality.},
doi = {10.1038/s41467-017-01025-1},
journal = {Nature Communications},
number = 1,
volume = 8,
place = {United States},
year = {2017},
month = {10}
}

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Cited by: 15 works
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Figures / Tables:

Fig. 1 Fig. 1: Self-assembly of tetrahedral cages. a Ligands (L= L1–L3) used for studying the stereoselective formation behavior of the tetrahedral cages. b A projecture of the stereoselective formation of the tetrahedral cage Λ,Λ,Λ,Λ-[Eu4(L1RR)6](OTf)12]. Cavity for potential encapsulation of guest molecules is highlighted as a yellow spherical space. c Energy-minimized schematicmore » representation of the tetrahedral cage in two different orientations« less

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    • Dalton Transactions, Vol. 47, Issue 30
    • DOI: 10.1039/c8dt02277a

    Strongly luminescent 5d/4f heterometal–organic macrocycles with open metal sites: post-assembly modification and sensing
    journal, January 2019

    • Zhu, Qiang-Yu; Zhou, Li-Peng; Sun, Qing-Fu
    • Dalton Transactions, Vol. 48, Issue 14
    • DOI: 10.1039/c9dt00710e

    Construction of homochiral alkaline–lanthanide heteronuclear helicates with Na + -selective bonding in the self-assembly process
    journal, January 2019

    • Li, Ge; Wang, Li; Han, Qingxin
    • Dalton Transactions, Vol. 48, Issue 39
    • DOI: 10.1039/c9dt02483b

    Regulation of circular dichroism behavior and construction of tunable solid-state circularly polarized luminescence based on BINOL derivatives
    journal, January 2019

    • Zhao, Na; Gao, Wangwang; Zhang, Min
    • Materials Chemistry Frontiers, Vol. 3, Issue 8
    • DOI: 10.1039/c9qm00292h

    Two [Ln 4 ] molecular rings folded as compact tetrahedra
    journal, January 2020

    • Salinas-Uber, Jorge; Barrios, Leoní A.; Roubeau, Olivier
    • Dalton Transactions
    • DOI: 10.1039/d0dt01259a

      Figures/Tables have been extracted from DOE-funded journal article accepted manuscripts.