Aryl isocyanate, carbodiimide, and isocyanide prepared from carbon dioxide. A metathetical group-transfer tale involving a titanium-imide zwitterion.
Carbon dioxide can be readily converted quantitatively and under mild conditions into the aryl isocyanate and symmetrical carbodiimide via a metathetical reaction involving a zwitterionic titanium imide (nacnac)Ti=NAr(CH(3)B(C(6)F(5))(3)) (nacnac(-) = [ArNC((t)Bu)](2)CH, Ar = 2,6-(i)Pr(2)C(6)H(3)). The metathetical process to generate isocyanates allows also for facile formation of sterically demanding aryl isocyanide, by a deoxygenation route. Labeling studies using enriched (13)CO(2) are also described.
Kilgore
Uriah J
UJ
Department of Chemistry and Molecular Structure Center, Indiana University, Bloomington, IN 47405, USA.
Basuli
Falguni
F
Huffman
John C
JC
Mindiola
Daniel J
DJ