Tobe, Yoshito published the artcile[2 + 2] Cycloreversion of [4.3.2]Propella-1,3,11-trienes: An Approach to Cyclo[n]carbons from Propellane-Annelated Dehydro[n]annulenes, Application In Synthesis of 866-23-9, the publication is Journal of the American Chemical Society (2000), 122(8), 1762-1775, database is CAplus.
As a method to generate all-carbon mols. having highly reactive polyyne units from stable precursors, the [2 + 2] cycloreversion of [4.3.2]propella-1,3,11-triene derivatives was developed. To test the efficiency of this method, the reaction was first applied to simple diethynyl- and dibutadiynyl-substituted propellatrienes, which produced upon UV-irradiation linear hexatriyne and decapentayne derivatives, resp. Next, dehydro[12]-, [16]-, [18]-, [20]-, and [24]annulene derivatives annelated by the [4.3.2]propellatriene units were prepared as precursors to the corresponding cyclo[n]carbons, a monocyclic form of carbon clusters. Laser-desorption mass spectra of the dehydroannulenes exhibited, in the neg. mode, peaks due to the corresponding cyclo[n]carbon anions (n = 12, 16, 18, 20, and 24) formed by successive losses of aromatic indane fragments. Solution photolysis of the dehydro[16]annulene and dehydro[18]annulene derivatives formed reactive polyyne intermediates by [2 + 2] cycloreversion which were intercepted by furan to give the corresponding Diels-Alder adducts. The structures and spectroscopic properties of the dehydroannulenes annelated by the [4.3.2]propellatriene units, the precursors to cyclo[n]carbons, and those annelated by the oxanorbornadiene units, the products of the photolysis in furan, are discussed. Safety: mild explosions were reported with the furan trapping products.
Journal of the American Chemical Society published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C6H5BFNO4, Application In Synthesis of 866-23-9.
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