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A Monocyclic Selenepine: Synthesis and Characterization of Diethyl 2,7‐Di‐ tert ‐butyl‐4,5‐selenepinedicarboxylate
Author(s) -
Hori Hideaki,
Yamazaki Shoko,
Yamamoto Kagetoshi,
Murata Ichiro
Publication year - 1990
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199004241
Subject(s) - selenium , chemistry , cleavage (geology) , extrusion , stereochemistry , bond cleavage , medicinal chemistry , organic chemistry , materials science , catalysis , metallurgy , fracture (geology) , composite material
Selenium elimination even at room temperature occurs with the title compound 2 , which can be synthesized in eight steps from the “selenapyranone” 1 . The positive entropy of activation for the selenium extrusion process 2 → 3 (Δ S * = 9.3 J K −1 ) suggests initial cleavage of a CSe bond and the absence of a norcaradiene‐type intermediate.