Synthesis of C3 Benzo[1,2‐e:3,4‐e′:5,6‐e′′]tribenzo[l]acephenanthrylenes (“Crushed Fullerene” Derivatives) by Intramolecular Palladium‐Catalyzed Arylation
- 7 May 2004
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 10 (10), 2601-2608
- https://doi.org/10.1002/chem.200306023
Abstract
The C60 polyarenes 4, 5, 18 a, and 18 b have been synthesized from truxene by triple alkylation at C5, C10, and C15 followed by a palladium‐catalyzed intramolecular arylation. The synthesis of “crushed fullerene” C60H30 (2) is the most efficient reported to date and proceeds in 33 % overall yield.Keywords
This publication has 47 references indexed in Scilit:
- Synthesis and Self-Association of syn-5,10,15-Trialkylated TruxenesChemistry – A European Journal, 2002
- Explosions as a Synthetic Tool? Cycloalkynes as Precursors to Fullerenes, Buckytubes, and BuckyonionsAngewandte Chemie International Edition, 1998
- Explosionen als Synthesemethode? Cycloalkine als Vorstufen für Fullerene, Buckyröhren und BuckyzwiebelnAngewandte Chemie, 1998
- Acetylenic Cyclophanes as Fullerene Precursors: Formation of C60H6 and C60 by Laser Desorption Mass Spectrometry of C60H6(CO)12Angewandte Chemie International Edition, 1998
- Acetylencyclophane als Fullerenvorstufen: Bildung von C60H6 und C60 bei der laserdesorptionsmassenspektrometrischen Untersuchung von C60H6(CO)12Angewandte Chemie, 1998
- Formation of [60]fullerene by pyrolysis of corannulene, 7,10-bis(2,2'-dibromovinyl)fluoranthene, and 11,12-benzofluorantheneTetrahedron Letters, 1995
- Fullerene Model Compounds: Bowl‐Shaped Aromatic Hydrocarbons and Cyclophane‐Based Cage MoleculesAngewandte Chemie International Edition in English, 1995
- 5,10,15-Trimethylenetribenzo[a,f,k]trindene (Truxenene)Synlett, 1994
- Strategien zum Aufbau molekularer und polymerer KohlenstoffallotropeAngewandte Chemie, 1992
- Solid C60: a new form of carbonNature, 1990