Boriranes: Structures and Thermal Ring Openings (pages 1384–1386)
Dr. Peter Willerhausen, Dr. Günter Schmidt-Lukasch, Claudia Kybart, Dr. Jürgen Allwohn, Prof. Dr. Werner Massa, Prof. Michael L. McKee, Prof. Paul von Ragué Schleyer and Prof. Armin Berndt
Version of Record online: 22 DEC 2003 | DOI: 10.1002/anie.199213841
Any of the three bonds in the C2B ring of C-borylated boriranes can be cleaved thermally with formation of C-borylmethyleneboranes 1, diboratetrahydronaphthalenes, or (after reaction of the appropriate boriranes with ethyl vinyl ether) dihydroboroles depending on the substituents. The electrocyclic exothermic ring-opening known for the transformation of cyclopropenylium ions into allyl cations has not been observed previously for the isoelectronic boriranes; according to calculations the ring-opening is endothermic. R = SiMe3.