A study of lone-pair interactions of tetracyclic diamines by ultraviolet photoelectron spectroscopy

1986 ◽  
Vol 64 (4) ◽  
pp. 760-763 ◽  
Author(s):  
Nick Henry Werstiuk ◽  
Douglas Neve Butler ◽  
Sushil Datta
Keyword(s):  
Photoelectron Spectroscopy ◽  
Lone Pair ◽  
Photoelectron Spectra ◽  
Ultraviolet Photoelectron Spectroscopy ◽  
First Report ◽  
Lone Pairs ◽  
Nitrogen Lone Pair ◽  
Lone Pair Interactions ◽  
Pair Interactions ◽  
Hydrogen Bonded

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".

A Discussion on photoelectron spectroscopy - Orderings of π and σ ionization potentials in carbocyclic and heterocyclic aromatic compounds

1970 ◽  
Vol 268 (1184) ◽  
pp. 131-140 ◽  
Keyword(s):  
Photoelectron Spectroscopy ◽  
Aromatic Compounds ◽  
Lone Pair ◽  
Ionization Potentials ◽  
Photoelectron Spectra ◽  
Light Sources ◽  
Orbital Energies ◽  
Substituted Pyridines ◽  
Nitrogen Lone Pair ◽  
Electron Correlation Effects

Data on calculated orbital energies and experimentally measured ionization potentials of carbocyclic and heterocyclic aromatic compounds are compared and contrasted. The ordering or orbital energies and ionization potentials do not always seem to parallel one another, probably owing to either electron correlation effects, or to deviations from Koopman’s theorem. The effects on photoelectron spectra of using different light sources and analysers are discussed in relation to their bearing on the orbital orderings of aromatic compounds. The high resolution He 584 A. photoelectron spectrum of pyridine is shown to be open to two interpretations regarding the ordering of the ionization potentials of the π orbitals and the ‘nitrogen lone pair’ (n). One of the interpretations involves the three lowest pyridine ionization potentials being π (9.2 eV), π L (9.5 eV) and n (10.5 eV) whilst the other has the first three ionization potentials being the order π , n, π . The photoelectron spectra of substituted pyridines and diazines are discussed in the light of the two possible explanations for the pyridine spectrum.

ChemInform Abstract: STEREOCHEMICAL DEPENDENCE OF LONE PAIR INTERACTIONS IN THE PHOTOELECTRON SPECTRA OF NITROGEN-PHOSPHORUS COMPOUNDS (I)

1973 ◽  
Vol 4 (47) ◽  
pp. no-no
Author(s):  
A. H. COWLEY ◽  
M. J. S. DEWAR ◽  
D. W. GOODMAN ◽  
J. R. SCHWEIGER
Keyword(s):  
Lone Pair ◽  
Photoelectron Spectra ◽  
Phosphorus Compounds ◽  
Lone Pair Interactions ◽  
Nitrogen Phosphorus ◽  
Pair Interactions

Nitrogen lone pair interactions in organic molecules: a photoelectron spectroscopic study

2003 ◽  
Vol 59 (8) ◽  
pp. 1725-1731 ◽  
Author(s):  
Igor Novak ◽  
Branka Kovač ◽  
Leo Klasinc ◽  
Vladimir A. Ostrovskii
Keyword(s):  
Spectroscopic Study ◽  
Organic Molecules ◽  
Lone Pair ◽  
Nitrogen Lone Pair ◽  
Lone Pair Interactions ◽  
Pair Interactions

Stereochemical dependence of lone pair interactions in the photoelectron spectra of nitrogen-phosphorus compounds

1973 ◽  
Vol 95 (19) ◽  
pp. 6506-6508 ◽  
Author(s):  
A. H. Cowley ◽  
M. J. S. Dewar ◽  
D. W. Goodman ◽  
J. R. Schweiger
Keyword(s):  
Lone Pair ◽  
Photoelectron Spectra ◽  
Phosphorus Compounds ◽  
Lone Pair Interactions ◽  
Nitrogen Phosphorus ◽  
Pair Interactions

Photoelectron spectroscopy of carbonyls. Lone-pair interactions in .alpha.-, .beta.-, .gamma.-, and .delta.-dicarbonyls

1978 ◽  
Vol 100 (18) ◽  
pp. 5597-5603 ◽  
Author(s):  
D. Dougherty ◽  
P. Brint ◽  
S. P. McGlynn
Keyword(s):  
Photoelectron Spectroscopy ◽  
Lone Pair ◽  
Alpha Beta ◽  
Lone Pair Interactions ◽  
Pair Interactions

Lone-pair interactions in the photoelectron spectra of dicarboxylic acids: malonic acid and its α-alkyl derivatives

1980 ◽  
Vol 62 ◽  
pp. 189-193 ◽  
Author(s):  
D. Ajò ◽  
E. Ciliberto ◽  
I. Fragalà ◽  
G. Granozzi
Keyword(s):  
Malonic Acid ◽  
Lone Pair ◽  
Dicarboxylic Acids ◽  
Photoelectron Spectra ◽  
Alkyl Derivatives ◽  
Lone Pair Interactions ◽  
Pair Interactions
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