Fujita Hikaru, Sasamoto Ozora, Kobayashi Shiori, Kitamura Masanori, Kunishima Munetaka
Faculty of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical, and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa, 920-1192, Japan.
Faculty of Pharmaceutical Sciences, Matsuyama University, 4-2, Bunkyo-cho, Matsuyama, 790-8578, Japan.
Nat Commun. 2022 May 9;13(1):2537. doi: 10.1038/s41467-022-30282-y.
The phenyl (Ph) group is a representative substituent in the field of organic chemistry as benzene (the parent molecule) is of fundamental importance. Simple Ph-substituted compounds of common chemical elements are well known. However, extensive structural characterization of tetraphenylammonium (PhN) salts has not been reported. Herein, the synthesis of PhN salts and their characterization data including the H and C nuclear magnetic resonance (NMR) spectra and the single-crystal X-ray structure have been presented. An intermolecular radical coupling reaction between an aryl radical and a triarylammoniumyl radical cation was conducted to synthesize the target moieties. The PhN salts described herein are the simplest tetraarylammonium (ArN) salts known. The results reported herein can potentially help access the otherwise inaccessible non-bridged ArN salts, a new class of rigid and sterically hindered organic cations.
苯基（Ph）基团是有机化学领域中的代表性取代基，因为苯（母体分子）具有至关重要的地位。常见化学元素的简单Ph取代化合物是众所周知的。然而，四苯基铵（PhN）盐的广泛结构表征尚未见报道。本文介绍了PhN盐的合成及其表征数据，包括氢和碳核磁共振（NMR）光谱以及单晶X射线结构。进行了芳基自由基与三芳基铵基阳离子之间的分子间自由基偶联反应以合成目标部分。本文所述的PhN盐是已知的最简单的四芳基铵（ArN）盐。本文报道的结果可能有助于获得其他难以获得的非桥连ArN盐，这是一类新型的刚性和空间位阻有机阳离子。
