Abstract
X-Ray analysis of the structure of the complex (1) formed between N-bromosuccinimide and the tertiary base 1,4-diazabicyclo[2.2.2]octane(DABCO)shows the compound to contain a nearly linear [175.1(2)°]N–Br–N bond with an exceptionally long bromine to DABCO distance [2.332(4)A]and a bromine to succinimido distance of 1.945(4)A; MNDO and ab initio SCF-MO calculations on the model system N-chlorosuccinimide + NH3show charge transfer to occur from both the halogen and the amine to the succinimido moiety upon complex formation.
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