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Synthesis and Characterization of Bisumanenylidene
Author(s) -
Amaya Toru,
Ito Takanori,
Hirao Toshikazu
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402168
Subject(s) - chemistry , spectroscopy , characterization (materials science) , nuclear magnetic resonance spectroscopy , absorption spectroscopy , coupling (piping) , absorption (acoustics) , stereochemistry , crystallography , photochemistry , nanotechnology , optics , mechanical engineering , materials science , physics , engineering , quantum mechanics
Abstract Bisumanenylidene, consisting of two sumanene components bridged by a double bond, was synthesized by McMurry coupling of monooxosumanene. Calculations and low‐temperature 1 H NMR spectroscopy experiments suggest that bisumanenylidene is likely to be dominantly present in the C 2 h symmetric structure rather than the C 2 symmetric one. Evidence for the extension of π conjugation in bisumanenylidene was shown by absorption and emission spectroscopy.