Synthesis of Bicyclo[1.1.1]pentane (BCP)-Based Straight-Shaped Diphosphine Ligands** |
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Authors: | Dr Hideaki Takano Hitomi Katsuyama Dr Hiroki Hayashi Miyu Harukawa Makoto Tsurui Dr Sunao Shoji Prof Yasuchika Hasegawa Prof Satoshi Maeda Prof Tsuyoshi Mita |
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Institution: | 1. Institute for Chemical Reaction Design and Discovery (WPI-ICReDD), Hokkaido University, Kita 21, Nishi 10, Kita-ku, Sapporo, Hokkaido, 001-0021 Japan;2. Faculty of Engineering, Hokkaido University, Kita 13, Nishi 8, Kita-Ku, Sapporo, Hokkaido, 060-8628 Japan |
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Abstract: | 1.1.1]Propellane, which is structurally simple and compact, exhibits promising potential for the synthesis of disubstituted straight-shaped bicyclo1.1.1]pentane (BCP) compounds by manipulation of its highly reactive internal C−C bond. BCPs are considered to be isosteres of 1,4-disubstituted benzenes, which have found broad applications in the areas of functional molecules and drug discovery. The internal C−C single bond of 1.1.1]propellane is regarded as a charge-shift bond, which can be readily cleaved by radical means to construct BCPs. We herein report a novel synthetic method for (un)symmetric diphosphines based on the BCP motif, which can be interpreted as isosteres of 1,4-bis(diphenylphosphino)benzenes. The obtained BCP-diphosphine derivatives were used to generate a straight-shaped Au complex and an Eu-based coordination polymer. |
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Keywords: | Bicyclo[1 1 1]pentane LED Phosphines Photocatalyst Propellane |
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