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Cover Picture: From Allenes to Tetracenes: A Synthetic and Structural Study of Silyl‐ and Halo‐Allenes and Their Dimers (Eur. J. Org. Chem. 16/2007)
Author(s) -
Banide Emilie V.,
Molloy Bevin C.,
Ortin Yannick,
MüllerBunz Helge,
McGlinchey Michael J.
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200790030
Subject(s) - chemistry , silylation , allene , trimethylsilyl , steric effects , cyclobutane , stereochemistry , biphenyl , carbon fibers , medicinal chemistry , organic chemistry , ring (chemistry) , catalysis , materials science , composite number , composite material
The cover picture shows the entrance to the World Heritage Site at Newgrange, a 5000‐year‐old Neolithic passage tomb, situated near Dublin. The background depicts a twofold symmetric spiral engraving on the entrance stone and provides an appropriate motif for the sequential transformation of 9‐(trimethylsilylethynyl)‐9 H ‐fluoren‐9‐ol, via 3,3‐(biphenyl‐2,2′‐diyl)‐1‐(trimethylsilyl)allene, into a series of sterically crowded head‐to‐tail and tail‐to‐tail silyl‐allene dimers with unusually long carbon–carbon and carbon–silicon bonds. Removal of the silyl substituents culminates in the formation of the bis(alkylidene)cyclobutane shown, whose intrinsic C 2 symmetry arises solely from the overlap of fluorenylidene fragments with very large wingspans. Details of this work are described in the article by M. J. McGlinchey et al. on p. 2611 ff.