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Boriranes: Structures and Thermal Ring Openings
Author(s) -
Willerhausen Peter,
SchmidtLukasch Günter,
Kybart Claudia,
Allwohn Jürgen,
Massa Werner,
McKee Michael L.,
Schleyer Paul von Ragué,
Berndt Armin
Publication year - 1992
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.199213841
Subject(s) - ring (chemistry) , endothermic process , exothermic reaction , chemistry , ether , ion , thermal , polymer chemistry , crystallography , photochemistry , organic chemistry , physics , thermodynamics , adsorption
Any of the three bonds in the C 2 B 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 = SiMe 3 .