Synthesis of 4,4 '-spirobi[pentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecane]
Release Time:2019-03-09 Hits:
Indexed by: Journal Papers
Date of Publication: 2015-12-02
Journal: TETRAHEDRON LETTERS
Included Journals: Scopus、SCIE
Volume: 56
Issue: 48
Page Number: 6704-6706
ISSN: 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.