Nitrosative Adenine Deamination: Facile Pyrimidine Ring-Opening in the Dediazoniation of Adeninediazonium Ion

Brian Hodgen, Sundeep Rayat, and Rainer Glaser*

Department of Chemistry
University of Missouri-Columbia
Columbia, Missouri, 65211 (USA)

The CHIME plugin is required for the display of the pdb files of the following structures.


Figure 1. Molecular models of the MP2(full)/6-31G** optimized structures 1, 2, TS(2,3), 3, 4, and 5.

Figure 2. Molecular models of the MP2(full)/6-31G** optimized structures along the ring-opening path from 2 to 3. The N(1)-C(2) distance in pm: 150, 160, 170, 180, 198 (TS), 200, 210, 220, 230, 240, 250.

Figure 3. Experimental molecular (ZORTAB, ZORTAB01) and crystal (ZORTAB, ZORTAB01) structures of 4,5-dicyanoimidazole, 5.