Directed Gas‐Phase Synthesis of Triafulvene under Single‐Collision Conditions

Thomas, Aaron M.; Zhao, Long; He, Chao; Galimova, Galiya R.; Mebel, Alexander M.; Kaiser, Ralf I.

doi:10.1002/ange.201908039

Title: Directed Gas‐Phase Synthesis of Triafulvene under Single‐Collision Conditions

Journal Article · 03 September 2019 · Angewandte Chemie

DOI: https://doi.org/10.1002/ange.201908039 · OSTI ID:1560244

^[1]; Zhao, Long ^[1]; He, Chao ^[1]; Galimova, Galiya R. ^[2];

^[3];

^[1]

Department of Chemistry University of Hawai'i at Manoa Honolulu HI 96822 USA
Department of Chemistry and Biochemistry Florida International University Miami FL 33199 USA, Samara National Research University Samara 443086 Russia
Department of Chemistry and Biochemistry Florida International University Miami FL 33199 USA

Abstract The triafulvene molecule (c‐C ₄ H ₄ )—the simplest representative of the fulvene family—has been synthesized for the first time in the gas phase through the reaction of the methylidyne radical (CH) with methylacetylene (CH ₃ CCH) and allene (H ₂ CCCH ₂ ) under single‐collision conditions. The experimental and computational data suggest triafulvene is formed by the barrierless cycloaddition of the methylidyne radical to the π‐electron density of either C ₃ H ₄ isomer followed by unimolecular decomposition through elimination of atomic hydrogen from the CH ₃ or CH ₂ groups of the reactants. The dipole moment of triafulvene of 1.90 D suggests that this molecule could represent a critical tracer of microwave‐inactive allene in cold molecular clouds, thus defining constraints on the largely elusive hydrocarbon chemistry in low‐temperature interstellar environments, such as that of the Taurus Molecular Cloud 1 (TMC‐1).

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Sponsoring Organization:: USDOE

Grant/Contract Number:: NONE; FG02-04ER15570; FG02-03ER15411

OSTI ID:: 1560244

Journal Information:: Angewandte Chemie, Journal Name: Angewandte Chemie Journal Issue: 43 Vol. 131; ISSN 0044-8249

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Germany

Language:: English

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