79058-63-2Relevant academic research and scientific papers
1,3-Dipolar Cycloadditions, 86. Aromatic Azoxy Compounds and Strained Cycloalkenes
Huisgen, Rolf,Gambra, Francisco Palacios
, p. 2242 - 2255 (2007/10/02)
4,4'-Dicyano- and 4,4'-dinitroazoxybenzene as well as benzocinnoline N-oxide combine with (E)-cyclooctene or (1E,5Z)-1,5-cyclooctadiene to give bicyclic 1,2,3-oxadiazolidines which undergo in situ 1,3-dipolar cycloreversion with opening of both rings.Azomethine imines are formed which are connected by a hexamethylene chain with an aldehyde function.These new 1,3-dipoles add to a second molecule of the strained cycloalkene and furnish derivatives of cyclooctapyrazole as 1:2 adducts in high yields.A 1,4 H-shift of the intermediate azomethine imine competes at low concentration of the (E)-cyclooctene and produces an 8-hydrazino-7-octenal as a 1:1 product.
Open-chain and Cyclic Bis-phosphoranes from α,ω-Dinitriles, Diisobutylaluminium Hydride, and Methylenetriphenylphosphorane
Bogdanovic, Borislav,Hullen, Albert,Konstantinovic, Stanimir,Krawiecka, Bozena,Mynott, Richard
, p. 2261 - 2271 (2007/10/02)
The reaction of subero-, azelao-, and sebaconitrile (4, n = 6, 7, and 8) with diisobutylaluminium hydride (to give 5) and subsequenly with methylenetriphenylphosphorane leads to the openc-hain bis-phosphoranes 8 a-c, which have been characterized by the Wittig reaction.The same reaction sequence applied to adiponitrile produces the cyclic bis-phosphorane 9a.The previously unknown hydrocarbon 1,3,9,11-cyclohexadecatetraene (12) has been prepared from 8a and adipoaldehyde.
