Özet:
C2 deprotonation of 1, 3-dibutylperimidinium bromide (1a) with sodium hydride and a catalytic amount of potassium tert-butoxide in dry THF led to the formation of the exceptionally inert tetraaminoalkene 2a. In contrast, isostructural tetrakis(2-methoxyethyl)-tetraaminoalkene (2b) instantaneously reacted with O2 to yield urea 3b, and silver nitrate was readily reduced with 2b to form a silver mirror. Compound 2a has been characterized by X-ray diffraction studies; the naphtho-pyrimidine skeleton imposes structural constraints and some rigidity to the C=C bonding. © 2003 Wiley Periodicals, Inc.