Synthesis of 4,4′-bipentacyclo[5.4.0.02,6.03,10.05,9]undecane |
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| Authors: | Yijun Shi Jingyang Jiang Li Ma Jianzhi Wang Wei Li |
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| Institution: | State Key Laboratory of Fine Chemicals, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, Dalian 116024, China |
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| Abstract: | A new bi-cage hydrocarbon, 4,4′-bipentacyclo5.4.0.02,6.03,10.05,9]undecane (12) was designed based on a strategy to construct two cages simultaneously from one key molecule scaffold. Thus 12 was conveniently synthesized from 5,5′-bi(cyclopentadiene) (9) through a three steps synthetic route in 23% overall yield. The new bi-cage hydrocarbon has high density (1.2322 g/cm3) and high volumetric heat of combustion (51.670 MJ/L). |
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| Keywords: | Bi-cage hydrocarbon High-energy-density hydrocarbon 5 5′-Bi(cyclopentadiene) |
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