Relation of nitrogen lone pair interactions to thermodynamic parameters associated with amine basicities

1974 ◽  
Vol 96 (5) ◽  
pp. 1604-1606 ◽  
Author(s):  
Ralph H. Staley ◽  
J. L. Beauchamp



1986 ◽  
Vol 64 (4) ◽  
pp. 760-763 ◽  
Author(s):  
Nick Henry Werstiuk ◽  
Douglas Neve Butler ◽  
Sushil Datta

The ultraviolet photoelectron spectra of 2,7-diazatetracyclo[3.3.3.0.4,90.8,11]undecane (1) and its N,N-dimethyl- and methylene-bridged analogues 2 and 3 are documented. The spectrum of 2, which exhibits a nitrogen lone-pair splitting of 0.95 ± 0.1 eV, is interpreted on the basis of an interaction of "inside" lone pairs of the 1,2-diamine. Apparently this is the first report of a study of such an interaction. The spectrum of 1 is consistent with our view that 1 is an intramolecularly hydrogen bonded species in which the lone pairs are "inside–outside".



Heterocycles ◽  
1990 ◽  
Vol 31 (6) ◽  
pp. 1157 ◽  
Author(s):  
Vernon G. S. Box ◽  
Veron G. S. Box








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