A bis-Au(III) [28] hexaphyrin triphenylphosphine adduct

作者：Naoda Koji; Osuka Atsuhiro^*

来源：Journal of Porphyrins and Phthalocyanines, 2016, 20(8-11): 997-1001.

DOI：10.1142/S1088424616500097

• expanded porphyrin
• hexaphyrin
• triphenylphosphine
• phosphonium ylide
• phosphorane

Triphenylphosphine was added regioselectively at the C(3) position of bis-Au(III) complex of [26] hexaphyrin 5 in the presence of trifluoroacetic acid to produce [28] hexaphyrin triphenylphosphine adduct 6 in 62% yield, which has been fully characterized by NMR, UV-vis/NIR absorption, and MS spectroscopies, and X-ray diffraction analysis. The rigid planar structure forces 6 to take Huckel antiaromaticity, which has been supported by its H-1 NMR spectrum. Curiously, the detailed structural analysis elucidated that the triphenylphosphine moiety exists as a phosphorane form in the solid state. A plausible mechanism via a double protonated 5 is proposed, which can explain the observed regioselectivity.

• 出版日期2016-11