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Expanded Cubane: Synthesis of a Cage Compound with a C 56 Core by Acetylenic Scaffolding and Gas‐Phase Transformations into Fullerenes
Author(s) -
Manini Peter,
Amrein Walter,
Gramlich Volker,
Diederich François
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20021115)41:22<4339::aid-anie4339>3.0.co;2-8
Subject(s) - cubane , fullerene , chemistry , fourier transform ion cyclotron resonance , ion , crystallography , covalent bond , stereochemistry , organic chemistry , crystal structure
Formal insertion of buta‐1,3‐diynediyl moieties into all twelve CC single bonds of octamethoxycubane gives the explosive expanded cubane 1 . Fourier‐transform ion‐cyclotron‐resonance (FT‐ICR) mass spectrometric studies show that 1 readily loses its eight MeO groups and subsequently rearranges into fullerene ions. In the positive ion mode, these ions undergo fullerene coalescence reactions.