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水氨条件下由乙烯基咪唑鎓/AgNO3 形成的氟硼荧尾式 NHC-银配合物。

A Fluoroponytailed NHC-Silver Complex Formed from Vinylimidazolium/AgNO under Aqueous-Ammoniacal Conditions.

机构信息

Institute of General, Inorganic and Theoretical Chemistry, University of Innsbruck, CCB, Innrain 80-82, 6020 Innsbruck, Austria.

Infineon Technologies AG, Siemensstrasse 2, 9500 Villach, Austria.

出版信息

Molecules. 2022 Jun 28;27(13):4137. doi: 10.3390/molecules27134137.

DOI:10.3390/molecules27134137
PMID:35807382
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9268170/
Abstract

3-(1,1,2,2-Perfluorooctyl)-1-vinylimidazolium chloride [2126844-17-3], a strong fluorosurfactant with remarkably high solubility in water, was expediently converted into the respective doubly NHC-complexed silver salt with nitrate as counter ion in quantitative yield. Due to its vinyl substituents, [bis(3-(1,1,2,2-perfluorooctyl)-1-vinylimidazol-2-ylidene)silver(I)] nitrate, , represents a polymerizable -heterocyclic carbene transfer reagent, thus potentially offering simple and robust access to coordination polymers with crosslinking metal bridges. The compound was characterized by infrared and NMR spectroscopy, mass spectrometry as well as elemental analysis, and supplemented by X-ray single-crystal structure determination. It crystallizes in the monoclinic crystal system in the space group 2/c. With 173.3°, the geometry of the Ag-carbene bridge deviates slightly from linearity. The disordered perfluoroalkyl side chains exhibit a helical conformation.

摘要

3-(1,1,2,2-全氟辛基)-1-乙烯基咪唑𬭩氯化物[2126844-17-3],一种强氟表面活性剂,在水中具有极高的溶解度,方便地转化为相应的双 NHC 配合的银盐,以硝酸盐作为抗衡离子,产率定量。由于其乙烯基取代基,[双(3-(1,1,2,2-全氟辛基)-1-乙烯基咪唑-2-亚基)银(I)]硝酸盐,代表一种可聚合的-杂环卡宾转移试剂,因此有可能提供简单而稳健的方法来制备具有交联金属桥的配位聚合物。该化合物通过红外和 NMR 光谱、质谱以及元素分析进行了表征,并通过 X 射线单晶结构测定进行了补充。它在单斜晶系的 2/c 空间群中结晶。Ag-卡宾桥的几何形状略有偏离线性,为 173.3°。无序的全氟烷基侧链呈现螺旋构象。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8814/9268170/694c63f1282b/molecules-27-04137-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8814/9268170/4d84d5b5edb7/molecules-27-04137-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8814/9268170/694c63f1282b/molecules-27-04137-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8814/9268170/4d84d5b5edb7/molecules-27-04137-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8814/9268170/694c63f1282b/molecules-27-04137-g001.jpg

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