<P>5,20-Di(pyridin-2-yl)-[28]hexaphyrin(1.1.1.1.1.1) 7 was prepared and characterized as a stable Huckel antiaromatic molecule with a dumbbell-like structure stabilized by effective intramolecular hydrogen bonding interactions involving the 2-py...
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https://www.riss.kr/link?id=A107476744
2015
-
SCI,SCIE,SCOPUS
학술저널
11726-11733(8쪽)
0
상세조회0
다운로드다국어 초록 (Multilingual Abstract)
<P>5,20-Di(pyridin-2-yl)-[28]hexaphyrin(1.1.1.1.1.1) 7 was prepared and characterized as a stable Huckel antiaromatic molecule with a dumbbell-like structure stabilized by effective intramolecular hydrogen bonding interactions involving the 2-py...
<P>5,20-Di(pyridin-2-yl)-[28]hexaphyrin(1.1.1.1.1.1) 7 was prepared and characterized as a stable Huckel antiaromatic molecule with a dumbbell-like structure stabilized by effective intramolecular hydrogen bonding interactions involving the 2-pyridyl nitrogen atoms. Pd(II) metalation of 7 afforded two bis-Pd(II) complexes, 9-syn and 9-anti, whose structures are rigidly held by Pd(II) coordination, rendering 9-syn to be nonaromatic because of its highly distorted structure and 9-anti to be Huckel antiaromatic because of its enforced planar dumbbell structure. In contrast, protonation of 7 with methanesulfonic acid (MSA) led to the formation of its triprotonated species 7H(3), which has been shown to take on twisted conformations with Mobius aromaticity in CH2Cl2, while the structure was held to be a planar rectangular conformation in the crystal. Excited-state dynamics were measured for 7, 7H(3), 9-syn, and 9-anti, which indicated their electronic nature to be antiaromatic, aromatic, nonaromatic, and antiaromatic, respectively.</P>