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N-Bridged annulenes
1986
Pure and Applied Chemistry
Preserved Fulltext
The labile {lOb,lOc]diazapyraceheptylene 2 was obtained by thermoflash dehydrogenation of olefinic precursors. Pyrazino-[2,1,6-cd:5,4,3-c'd']dipyrrolizine 11 is a by-product of this synthesis. A frontier orbital model has been used to demonstrate that the chemical properties of diazapyraceheptylene derivatives depend to a great extent on the internal nitrogen lone pairs. The consequences of a diminution of the porphin it-system have been studied synthesizing bacteriophin and isobacteriophin 3.
doi:10.1351/pac198658010153
fatcat:vdyivnt5u5f2fh2pwim4x4zm2u