Metal Bis(acyclicdiaminocarbene)-Derived HomochiralOrganometallic Frameworks: Synthesis and Asymmetric Catalytic Application

As an indispensable member of the reticular material family, metal–carbon-based organometallic frameworks (OMFs) remain largely underexplored, and no chiral OMFs (COMFs) have been reported thus far. Herein, we first report the construction of COMFs from a Pd-isocyanide OMF via nucleophilic addition to the Pd-isocyanide moiety with optically pure amines. The obtained Pd-bis(acyclic diaminocarbene) (Pd-BADC)-derived chiral OMFs display excellent applicability and can be reusable chiral catalysts to highly promote asymmetric Strecker and Suzuki–Miyaura cross-coupling reactions in a heterogeneous way. We anticipate that this type of chiral reticular material will be applicable to a broad range of asymmetric catalytic applications, and this appealing synthetic strategy will likely provide access to more other such materials with unprecedented structures and catalytic activities.

Publication Details

Journal
Figshare
Published
2025-01-15
DOI
https://doi.org/10.1021/acs.inorgchem.4c04692.s001
Primary Topic
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Type
article
Field-Weighted Citation Impact
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article

Metal Bis(acyclicdiaminocarbene)-Derived HomochiralOrganometallic Frameworks: Synthesis and Asymmetric Catalytic Application

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N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
article

Metal Bis(acyclicdiaminocarbene)-Derived HomochiralOrganometallic Frameworks: Synthesis and Asymmetric Catalytic Application

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Abstract

As an indispensable member of the reticular material family, metal–carbon-based organometallic frameworks (OMFs) remain largely underexplored, and no chiral OMFs (COMFs) have been reported thus far. Herein, we first report the construction of COMFs from a Pd-isocyanide OMF via nucleophilic addition to the Pd-isocyanide moiety with optically pure amines. The obtained Pd-bis(acyclic diaminocarbene) (Pd-BADC)-derived chiral OMFs display excellent applicability and can be reusable chiral catalysts to highly promote asymmetric Strecker and Suzuki–Miyaura cross-coupling reactions in a heterogeneous way. We anticipate that this type of chiral reticular material will be applicable to a broad range of asymmetric catalytic applications, and this appealing synthetic strategy will likely provide access to more other such materials with unprecedented structures and catalytic activities.

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Openalex Percentile: Top 63%
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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