The Elusive Ethenediselone, Se=C=C=Se
Carl Th. Pedersen A F , Ming Wah Wong B , Kazuo Takimiya C , Pascal Gerbaux D and Robert Flammang EA Department of Physics, Chemistry, and Pharmacy, University of Southern Denmark, Odense, DK-5230 Odense M, Denmark.
B Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543.
C Emergent Molecular Function Research Group, RIKEN Center for Emergent Matter Science (CEMS), 2-1 Hirosawa, Wako, Saitama, 351-0198, Japan.
D Organic Synthesis and Mass Spectrometry Laboratory, University of Mons, UMONS, B-7000 Mons, Belgium.
E Deceased. Formerly of the Organic Synthesis and Mass Spectrometry Laboratory, University of Mons, UMONS, B-7000 Mons, Belgium.
F Corresponding author. Email: cthp@sdu.dk
Australian Journal of Chemistry 67(9) 1195-1200 https://doi.org/10.1071/CH14098
Submitted: 25 February 2014 Accepted: 7 March 2014 Published: 31 March 2014
Abstract
The neutral ethenediselone, Se=C=C=Se, has been characterised by neutralisation–reionisation mass spectrometry, which implies a minimum lifetime of the order of microseconds. Tetraselenafulvalene 1 and tetramethyltetraselenafulvalene 2 were used as precursor molecules. Flash vacuum thermolysis (FVT) of these compounds with isolation of the products in Ar matrices permitted the identification of ethyne, 2-butyne, CSe2, and selenoketene, H2C=C=Se, but at best traces of Se=C=C=Se survived the FVT/matrix isolation experiment. Multiconfigurational calculations indicate that Se=C=C=Se is a ground state triplet molecule with a very small singlet-triplet gap.
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