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Structural Fluctuation of Disilanyl Double‐Pillared Bisheteroarenes
Author(s) -
Nakanishi Waka,
Shimada Yusuke,
Isobe Hiroyuki
Publication year - 2013
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201300098
Subject(s) - conformational isomerism , coalescence (physics) , crystallography , torsion (gastropod) , chemistry , nuclear magnetic resonance spectroscopy , ring (chemistry) , gas phase , stereochemistry , spectroscopy , molecule , organic chemistry , physics , quantum mechanics , medicine , surgery , astrobiology
Silacyclophanes possessing two disilanyl pillars were synthesized from tricyclic heteroarenes in one‐pot synthetic procedures. The step‐like anti structures of three congeners bearing two heteroarene units were revealed in single crystals by X‐ray crystallographic analysis. Depending on the structures of aromatic units, torsion angles at the disilanyl pillars altered to maintain the overall step‐like molecular structures. The structure, however, fluctuated between anti and syn conformers in a solution phase despite the presence of eight methyl groups on the ring periphery. The analysis of the coalescence temperature with NMR spectroscopy showed the fundamental energetics of the dynamics. The subtle structural differences affected the dynamic behavior of the silacyclophanes.