Synthesis and unusual reactivity of (1,5)pyrimidino(6,9)purinophane.
In order to elucidate the driving force of the unusual high reactivity of (1,3)pyrimidino(6,9)purinophanes 2 toward nucleophiles at 6-position, title compound 1 is synthesized. It is concluded on the basis of the similar unusual behavior of 1 to 2 that the stereoelectronic effect in the fairly rigid tetrahedral intermediate is responsible for the high reactivity of 1 and 2.
D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011687:Purines / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D011687:Purines; C047921:1,5-pyrimidino-6,9-purinophane