700-57-2Relevant articles and documents
Decarbonylation of Adamantan-2-one by Two-photonic Excitation with XeCl Laser
Ichinose, Nobuyuki,Kawanishi, Shunichi
, p. 2017 - 2018 (1994)
Adamantan-2-one 1 in cyclohexane undergoes decarbonylation to give noradamantane 2 via two-photon absorption of XeCl laser light (308 nm).
4-Azahomoadamant-3-ene: Spectroscopic Characterization and Photoresolution of a Highly Reactive Strained Bridgehead Imine
Radziszewski, Juliusz G.,Downing, John W.,Jawdosiuk, Mikolaj,Kovacic, Peter,Michl, Josef
, p. 594 - 603 (1985)
Low-temperature irradiation of 1-azidoadamantane in argon, nitrogen, 3-methylpentane, or polyethylene matrices or as neat solid produced (i) the diamagnetic highly reactive strained bridgehead imine, 4-azahomoadamant-3-ene, characterized by its vibrational (Raman, IR) and electronic (UV absorption, CD) spectra, (ii) traces of 1-adamantylnitrene, detected by EPR spectroscopy and by photochemical trapping with CO, and (iii) molecular nitrogen, detected by Raman spectroscopy.A warm-up in any of the matrices produced the known dimer of the imine.In an argon matrix or in the neat solid, dimerization was observed to proceed rapidly already at about 60 K.Optical resolution of the bridgehead imine to 2percent optical purity was achieved by irradiation with circularly polarized 308-nm laser light, preferably in polyethylene between 160 and 200 K where rotational diffusion of the imine is fast and translational diffusion still slow.The activation energy for thermal racemization is believed to be at least 17 kcal/mol since no racemization was detected up to 220 K, at which temperature dimerization in the polyethylene matrix begins to be significant.Interpretation of the results is based on calculations by MNDO and INDO/S methods and suggests that the torsion angle of the severely distorted C=N moiety is 50 +/- 10 deg.
Oxidation of Adamantane with H2O2–CF3COCF3 · 1.5 H2O in the Presence of VO(acac)2
Kislitsina,Shchadneva,Khusnutdinov
, p. 992 - 995 (2018)
The system hydrogen peroxide–hexafluoroacetone sesquihydrate effectively oxidizes adamantane in the presence of VO(acac)2 to afford 64% of adamantan-1-ol in tert-butyl alcohol or 76% of adamantan-2-one in a mixture of acetic acid with pyridine.
FURTHER STUDIES ON THE ACTIVATION OF THE C-H BOND IN SATURATED HYDROCARBONS
Barton, Derek H.R.,Hay-Motherwell, Robyn S.,Motherwell, William B.
, p. 1979 - 1982 (1983)
Various saturated aliphatic and alicyclic hydrocarbons have been regioselectively oxidised with surprising efficiency by a system containing iron powder and a carboxylic acid in aqueous pyridine under an atmosphere of oxygen.A trace of hydrogen sulphide initiates the reaction.
Definitive Identification of the C-5 and C-7 NMR Signals of Adamantan-2-ol
Srivastava, S.,Cheung, C. K.,Noble, W. J. de
, p. 232 - 235 (1985)
The E- and Z-5-deuterioadamantan-2-ols have been synthesized by an unambiguous route.The 13C NMR spectra show the familiar 1:1:1 splitting of one of the C-5 or C-7 signals, thus allowing a definite assignment of the δ-atoms to be made.This assignment is in accord with the conclusion of Duddeck and Islam.Revised assignments are offered for the reported configurations of the 5-bromo- and -chloro-adamantan-2-ols, and several unusual deuterium isotope shifts are reported.
Oxygenation of Alkanes by Molecular Oxygen on >10- Heteropolyanion
Mizuno, Noritaka,Tateishi, Masaki,Hirose, To-oru,Iwamoto, Masakazu
, p. 2137 - 2140 (1993)
Adamantane, ethylbenzene, and cyclohexane are catalytically and selectively oxidized to the corresponding alcohols and ketones with molecular oxygen alone on PW9-Fe2Ni heteropolyanion.
Heterogeneously catalyzed liquid-phase oxidation of alkanes and alcohols with molecular oxygen
Yamaguchi, Kazuya,Mizuno, Noritaka
, p. 972 - 974 (2002)
RuCl3 successfully reacts with the lacunary silicotungustate in organic medium, giving a Ru3+-substituted silicotungstate that can act as a heterogeneous catalyst for the oxidation of a wide range of alkanes and alcohols using 1 atm of molecular oxygen as the sole oxidant.
Hydroxylation of alkanes by molecular oxygen with dinuclear FeII macrocyclic complexes as catalysts
Wang, Zheng,Martell, Arthur E.,Motekaitis
, p. 1523 - 1524 (1998)
The iron(II) complexes of two new macrocyclic ligands: [24]RBPyBC (L24), a 24-membered macrocycle containing phenol, pyridine and amino donor groups, and [30]RBBPyBC (L30), a 30-membered macrocycle containing phenol, bipyridine, and amino donor groups, were found to be effective for the hydroxylation of alkanes, including cyclohexane and adamantane, with H2S as a two-electron reductant.
A Maximum in a Grunwald-Winstein Plot for a Limiting SN1 Solvolysis
Kevill, Dennis N.,Bahari, Mohd S.
, p. 572 - 574 (1982)
The Grunwald-Winstein Y values for acetone-methanol mixtures vary appreciably and in a uniform manner but the specific rates of solvolysis of 2-adamantyl perchlorate vary by less than threefold over a range of from 5 to 100percent methanol content and a shallow maximum is observed.
Epoxidation and hydroxylation reactions catalysed by β-Tetrahalogeno and β-octahalogeno manganese porphyrins
Baciocchi, Enrico,Boschi, Tristano,Cassioli, Luigi,Galli, Carlo,Lapi, Andrea,Tagliatesta, Pietro
, p. 7283 - 7286 (1997)
β-Tetrahalogenated manganese(III) porphyrins are more efficient catalysts than the β-octahalogenated ones in oxidations promoted by H2O2.
