title: Synthesis and explosive decomposition of organometallic dehydro[18]annulenes: an access to carbon nanostructures.
abstract: The synthesis of eight new cyclobutadiene or ferrocene-fused organometallic dehydroannulenes is reported. Cadiot-type coupling of a 1-bromoethynyl-2-silylethynylbenzene derivative to an organometallic diyne (1,2-diethynyl-3,4-bis(trimethylsilyl)cyclobutadiene(cyclopentadienyl )cobalt or 1,2-diethynylferrocene) is followed by deprotection and Cu(OAc)(2)-promoted ring closure. Five of the organometallic dehydroannulenes were structurally characterized. Three of the novel cycles explode at temperatures from 196 to 293 degrees C and form insoluble carbon materials. The soot produced from 13a shows a high abundance of onion-like carbon nanostructures. The nanostructures were characterized by high-resolution transmission electron microscopy.
authors.affiliation: USC NanoCenter and the Department of Chemistry and Biochemistry, The University of South Carolina, Columbia, South Carolina 29208, USA.
authors.forename: Matthew
authors.initials: M
authors.lastname: Laskoski
authors.forename: Winfried
authors.initials: W
authors.lastname: Steffen
authors.forename: Jason G M
authors.initials: JG
authors.lastname: Morton
authors.forename: Mark D
authors.initials: MD
authors.lastname: Smith
authors.forename: Uwe H F
authors.initials: UH
authors.lastname: Bunz