1,1′,3,3′‐Tetraalkyl‐2,2′‐biperimidinylidenes: Unexpected substituent effects on the reactivity of carbon–carbon double bond
Makaleler > Tam Makale · 2003
Yazarlar: Bülent Alıcı, Tuncer Hökelek, Engin Çetinkaya, Bekir Çetinkaya
Heteroatom Chemistry, Uluslararası, Wos, 2003, cilt 14, ss 82-87
DOI: 10.1002/hc.10088
Özet
Abstract 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 CC bonding. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:82–87, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10088