Self-assembly of iodoacetylenyl-substituted nitronyl nitroxides via halogen bonding

文献信息

发布日期 2023-10-20
DOI 10.1039/D3CE00735A
影响因子 3.545
作者

Matvey K. Shurikov, Evgeny V. Tretyakov, Pavel V. Petunin, Darya E. Votkina, Galina V. Romanenko, Artem S. Bogomyakov, Sergi Burguera, Antonio Frontera, Vadim Yu. Kukushkin, Pavel S. Postnikov



摘要

Novel nitronyl nitroxides, namely 2-(3-iodoethynylphenyl)- and 2-(4-iodoethynylphenyl)-4,4,5,5-tetramethyl-imidazoline-3-oxyl-1-oxides, were prepared by condensation of appropriate aldehydes with 2,3-bis(hydroxylamino)-2,3-dimethylbutane followed by oxidative treatment with NaIO4. Crystal and molecular structures of the obtained paramagnets were studied by single-crystal X-ray diffraction. In the crystals, the radicals are assembled into zigzag chains in which the radical building blocks are linked by intermolecular I⋯N–O halogen bonding. Magnetic analyses revealed that in both nitronyl nitroxides, the radicals are weakly coupled. Nonetheless, spin–spin interactions in the 3-iodoethynyl isomer are antiferromagnetic, and the coupling is stronger than that in the 4-iodoethynyl derivative, in which the exchange interaction is ferromagnetic. DFT calculations in combination with MEP, NCIplot, and QTAIM analyses were used to evaluate and characterize the structure-directing halogen bonding interactions observed in the solid state of both compounds.

来源期刊

CrystEngComm

CrystEngComm
CiteScore: 5.5
自引率: 7.7%
年发文量: 643

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