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Synthesis of 4,4 '-spirobi[pentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecane]

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Indexed by:Journal Papers

Date of Publication:2015-12-02

Journal:TETRAHEDRON LETTERS

Included Journals:SCIE、Scopus

Volume:56

Issue:48

Page Number:6704-6706

ISSN No.:0040-4039

Key Words:4,4'-Spirobi[pentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecane]; Cyclopentadiene derivate; Polycyclic cages; Spiro-carbon

Abstract:4,4'-Spirobi[pentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecane] (10) is first successfully prepared by a nine step synthetic scheme starting from the key intermediate (cyclopentadiene derivate, 2). This synthetic scheme avoids using the hardly obtainable spiro[4.4]nonatetraene (18) as the starting material. In the structure of 10, two polycyclic cages share one spiro-carbon so that it has high density (1.2663 g/cm(3)) and high volumetric heat of combustion (53.353 MJ/L). (C) 2015 Elsevier Ltd. All rights reserved.

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