Bicyclic (alkyl)(amino)carbene (BICAAC)-supported phosphinidenes

Yadav, Ritu; Das, Bindusagar; Singh, Ashi; Anmol,; Sharma, Ankita; Majumder, Chinmoy; Kundu, Subrata

doi:10.1039/d3dt02765a

Dalton Trans.

2023

DOI: 10.1039/d3dt02765a

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Bicyclic (alkyl)(amino)carbene (BICAAC)-supported phosphinidenes

Ritu Yadav,

Bindusagar Das,

Ashi Singh

et al.

Abstract: Herein, the synthesis and characterization of the bicyclic (alkyl)(amino)carbene (BICAAC) stabilized phosphinidenes (1–4) are reported. Compounds 1–3 were obtained by reacting with trihalophosphine [PX3, X = Cl (1), Br (2),...

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Cited by 2 publications

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Air and Water Stable Bicyclic (Alkyl)(Amino)Carbene Stabilized Phosphenium Cation: Reactivity and Selective Fluoride Ion Affinity

Yadav,

Sharma,

Das

et al. 2024

Chemistry A European J

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The synthesis and reactivity of an air and water stable Bicyclic (alkyl)(amino)carbene (BICAAC) stabilized phosphenium cation (1) is reported. Air and water stable phosphenium cation are rare in the literature. Compound 1 is obtained by reaction of BICAAC with Ph2PCl in THF followed by anion exchange with LiOTf. The reduction and oxidation of 1 yielded corresponding α‐radical phosphine species (2) and BICAAC stabilized phosphenium oxide (3) respectively. All compounds are well characterized by single crystal X‐ray diffraction studies. The Lewis acidity of compounds 1 and 3 are determined by conducting fluoride ion affinity experiments using UV‐Vis spectrophotometry and multinuclei NMR spectroscopy. Compounds 1 and 3 exhibited selective binding to fluoride anion but did not interact with other halides (Cl‐ and Br‐). Quantum chemical calculations were performed to understand the structure and nature of bonding interactions in these compounds, as well as to comprehend the specific bonding affinity to fluoride over other halide ions.

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Air and Water Stable Bicyclic (Alkyl)(Amino)Carbene Stabilized Phosphenium Cation: Reactivity and Selective Fluoride Ion Affinity

Yadav,

Sharma,

Das

et al. 2024

Chemistry A European J

View full text Add to dashboard Cite

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Bicyclic (alkyl)(amino)carbenes (BICAACs): synthesis, characteristics, and applications

Sharma,

Nair K,

Kundu

2025

Dalton Trans.

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Bicyclic (alkyl)(amino)carbene (BICAAC)-supported phosphinidenes

Abstract: Herein, the synthesis and characterization of the bicyclic (alkyl)(amino)carbene (BICAAC) stabilized phosphinidenes (1–4) are reported. Compounds 1–3 were obtained by reacting with trihalophosphine [PX3, X = Cl (1), Br (2),...

Cited by 2 publications

References 74 publications

Air and Water Stable Bicyclic (Alkyl)(Amino)Carbene Stabilized Phosphenium Cation: Reactivity and Selective Fluoride Ion Affinity

Air and Water Stable Bicyclic (Alkyl)(Amino)Carbene Stabilized Phosphenium Cation: Reactivity and Selective Fluoride Ion Affinity

Bicyclic (alkyl)(amino)carbenes (BICAACs): synthesis, characteristics, and applications

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