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通过钴（II）配合物促进的NaN与有机腈的[3+2]环加成反应催化合成四唑：钴（II）-二叠氮化物中间体的分离与表征

Catalytic Tetrazole Synthesis via [3+2] Cycloaddition of NaN to Organonitriles Promoted by Co(II)-complex: Isolation and Characterization of a Co(II)-diazido Intermediate.

作者信息

Babu Archana, Sinha Arup

机构信息

Advanced Catalysis Facility, Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore632 006, India.

出版信息

ACS Omega. 2024 Apr 29;9(19):21626-21636. doi: 10.1021/acsomega.4c02567. eCollection 2024 May 14.

DOI:10.1021/acsomega.4c02567
PMID:38764698
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11097157/
Abstract

The [3+2] cycloaddition of sodium azide to nitriles to give 5-substituted 1H-tetrazoles is efficiently catalyzed by a Cobalt(II) complex () with a tetradentate ligand ,-bis(pyridin-2-ylmethyl)quinolin-8-amine. Detailed mechanistic investigation shows the intermediacy of the cobalt(II) diazido complex (), which has been isolated and structurally characterized. Complex also shows good catalytic activity for the synthesis of 5-substituted 1H-tetrazoles. These are the first examples of cobalt complexes used for the [3+2] cycloaddition reaction for the synthesis of 1H-tetrazoles under homogeneous conditions.

摘要

叠氮化钠与腈发生的[3+2]环加成反应生成5-取代的1H-四唑，该反应可被一种钴（II）配合物（）有效催化，该配合物带有四齿配体，即α，α'-双（吡啶-2-基甲基）喹啉-8-胺。详细的机理研究表明钴（II）二叠氮配合物（）的中间体已被分离并进行了结构表征。配合物对5-取代的1H-四唑的合成也显示出良好的催化活性。这些是在均相条件下用于[3+2]环加成反应合成1H-四唑的钴配合物的首例。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/c4c024929c2d/ao4c02567_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/fb95685e8472/ao4c02567_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/b3302d245937/ao4c02567_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/12d0a45601fe/ao4c02567_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/473860055f71/ao4c02567_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/435636a4b856/ao4c02567_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/ff4d5df781e5/ao4c02567_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/c4c024929c2d/ao4c02567_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/fb95685e8472/ao4c02567_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/b3302d245937/ao4c02567_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/12d0a45601fe/ao4c02567_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/473860055f71/ao4c02567_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/435636a4b856/ao4c02567_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/ff4d5df781e5/ao4c02567_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8332/11097157/c4c024929c2d/ao4c02567_0007.jpg

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