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Formation of a 2,5‐Diborabicyclo[2.1.1]hexane Derivative and Its Conversion to a Tetracarbahexaborane
Author(s) -
Enders Markus,
Pritzkow Hans,
Siebert Walter
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.199206061
Subject(s) - ring (chemistry) , dimer , chemistry , derivative (finance) , double bond , atom (system on chip) , hexane , hydrogen atom , crystal structure , stereochemistry , hydrogen bond , crystallography , molecule , group (periodic table) , polymer chemistry , organic chemistry , computer science , financial economics , economics , embedded system
A framework rearrangement and a migration of a hydrogen atom result in the formation of the carborane 2 from the bridged boretane 1 . The crystal structure analysis shows that the four‐membered ring in 1 is extremely folded. This suggests a 1,3‐transannular interaction between the free p orbital at the B atom and the exocyclic double bond at the C atom. Both the formation of 1 from the nonisolable ( t BuBCHCCMe 2 ) 2 dimer and the rearrangement to 2 are novel reactions.