103185-26-8Relevant articles and documents
"One-step" alkynylation of adamantyl iodide with silver(I) acetylides
Pouwer, Rebecca H.,Williams, Craig M.,Raine, Alan L.,Harper, Jason B.
, p. 1323 - 1325 (2005)
(Chemical Equation Presented) Silver(I) acetylides allow one-step alkynylation of adamantyl iodide in yields ranging from 25 to 68%.
Small Rings, 90. - Peralkyl-Substituted Tetrahedranes
Maier, Guenther,Fleischer, Frank,Kalinowski, Hans-Otto
, p. 173 - 186 (2007/10/02)
Photolysis of the diazo compounds 4a, b generates adamantyltri-tert-butyltetrahedrane (9a) and tri-tert-butylisopropyltetrahedrane (9b), and the corresponding cyclobutadienes 10a, b.In contrast to tetrahedrane 9a, which results from an intramolecular addition in carbene 7a and also from photoisomerization of cyclobutadiene 10a, the only source for tetrahedrane 9b is the cheletropic cycloaddition of the carbenic center to the cyclopropene double bond in the photochemically produced carbene 7b.Tetrahedrane 9b is remarkable in its kinetic and thermal instability, which is caused by the reduced "corset effect" in this compoound.An additional access to this tetrahedrane is possible via the diazomethanes 34A and 34B.The pyridazines 17b and 41, which are formed by thermolysis of the diazo compounds 4b, 34A and 34B lead to the azetes 19 and 43.Last but not least 17b and 41 are interesting molecules themselves because of their inherent chirality. - Key Words: Tetrahedranes / Cyclobutadienes / Azetes / Cyclopropenyldiazomethanes / Pyridazines: chirality, ring inversion, valence isomers
