Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric Catalysis

Abstract Utilizing ultrathin 2D metal–organic framework nanosheets (2D MONs) as supports for incorporating chiral catalysts represents a highly promising avenue in the field of asymmetric catalysis. In this study, four pairs of isostructural chiral metal–organic layers (MOLs) adorned with N‐Heterocy...

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Main Authors: Xinchao Wang, Zhiwen Wang, Zhaoxing Wang, Tian‐Fu Liu, Shangda Li, Fei Wang, Jian Zhang
Format: Article
Language:English
Published: Wiley 2025-01-01
Series:Advanced Science
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Online Access:https://doi.org/10.1002/advs.202412592
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author Xinchao Wang
Zhiwen Wang
Zhaoxing Wang
Tian‐Fu Liu
Shangda Li
Fei Wang
Jian Zhang
author_facet Xinchao Wang
Zhiwen Wang
Zhaoxing Wang
Tian‐Fu Liu
Shangda Li
Fei Wang
Jian Zhang
author_sort Xinchao Wang
collection DOAJ
description Abstract Utilizing ultrathin 2D metal–organic framework nanosheets (2D MONs) as supports for incorporating chiral catalysts represents a highly promising avenue in the field of asymmetric catalysis. In this study, four pairs of isostructural chiral metal–organic layers (MOLs) adorned with N‐Heterocyclic carbene (NHC) groups are successfully synthesized. Notably, the obtained bulky (S)‐1‐Zn crystals can be readily delaminated into ultrathin MONs consisting of 1–2 layers through an ion intercalation‐assisted exfoliation process. Subsequent asymmetric catalysis studies revealed that the NHC sites can be effectively activated by a proton sponge while maintaining structural integrity for the subsequent benzoin condensation. Due to their well‐exposed catalytic sites, ultrathin morphology, and porous structure, the (S)‐1‐Zn nanosheets exhibited significantly enhanced yield and enantioselectivity compared to their bulk counterparts and organic precursors. This research highlights an efficient strategy for incorporating chiral NHC species onto 2D MONs, thereby unlocking their immense potential for heterogeneous asymmetric catalysis.
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institution Kabale University
issn 2198-3844
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publishDate 2025-01-01
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series Advanced Science
spelling doaj-art-a21bd7d0a95143efb8f3c46f1c1c38b72025-01-13T15:29:43ZengWileyAdvanced Science2198-38442025-01-01122n/an/a10.1002/advs.202412592Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric CatalysisXinchao Wang0Zhiwen Wang1Zhaoxing Wang2Tian‐Fu Liu3Shangda Li4Fei Wang5Jian Zhang6State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou Fujian 350002 P. R. ChinaState Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou Fujian 350002 P. R. ChinaState Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou Fujian 350002 P. R. ChinaState Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou Fujian 350002 P. R. ChinaState Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou Fujian 350002 P. R. ChinaState Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou Fujian 350002 P. R. ChinaState Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou Fujian 350002 P. R. ChinaAbstract Utilizing ultrathin 2D metal–organic framework nanosheets (2D MONs) as supports for incorporating chiral catalysts represents a highly promising avenue in the field of asymmetric catalysis. In this study, four pairs of isostructural chiral metal–organic layers (MOLs) adorned with N‐Heterocyclic carbene (NHC) groups are successfully synthesized. Notably, the obtained bulky (S)‐1‐Zn crystals can be readily delaminated into ultrathin MONs consisting of 1–2 layers through an ion intercalation‐assisted exfoliation process. Subsequent asymmetric catalysis studies revealed that the NHC sites can be effectively activated by a proton sponge while maintaining structural integrity for the subsequent benzoin condensation. Due to their well‐exposed catalytic sites, ultrathin morphology, and porous structure, the (S)‐1‐Zn nanosheets exhibited significantly enhanced yield and enantioselectivity compared to their bulk counterparts and organic precursors. This research highlights an efficient strategy for incorporating chiral NHC species onto 2D MONs, thereby unlocking their immense potential for heterogeneous asymmetric catalysis.https://doi.org/10.1002/advs.202412592asymmetric catalysisbenzoin condensationchiral N‐Heterocyclic carbenesheterogeneous catalysismetal−organic framework nanosheets
spellingShingle Xinchao Wang
Zhiwen Wang
Zhaoxing Wang
Tian‐Fu Liu
Shangda Li
Fei Wang
Jian Zhang
Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric Catalysis
Advanced Science
asymmetric catalysis
benzoin condensation
chiral N‐Heterocyclic carbenes
heterogeneous catalysis
metal−organic framework nanosheets
title Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric Catalysis
title_full Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric Catalysis
title_fullStr Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric Catalysis
title_full_unstemmed Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric Catalysis
title_short Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric Catalysis
title_sort synthesis of homochiral n heterocyclic carbene based nanosheets for enhanced asymmetric catalysis
topic asymmetric catalysis
benzoin condensation
chiral N‐Heterocyclic carbenes
heterogeneous catalysis
metal−organic framework nanosheets
url https://doi.org/10.1002/advs.202412592
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