2712-78-9Relevant articles and documents
SECONDARY BONDING. PART 13. ARYL-TELLURIUM(IV) AND -IODINE(III) ACETATES AND TRIFLUOROACETATES. THE CRYSTAL AND MOLECULAR STRUCTURES OF BIS-(p-METHOXYPHENYL)TELLURIUM DIACETATE, μ-OXO-BIS HYDRATE, AND BENZENE
Alcock, Nathaniel W.,Harrison, W. David,Howes, Colin
, p. 1709 - 1716 (1984)
The crystal and molecular structures of the title compounds have been determined from diffractometer data by the heavy-atom method, and their preparations are described.Crystals of (p-MeOC6H4)2Te(O2CMe)2 (1) are monoclinic, space group P21/c, with unit-cell dimensions a = 9.529(2), b = 11.984(2), c = 17.035(2) Angstroem, β = 101.70(2) deg, Z = 4, and for 3033 observed reflections (I/?(I) > 3.0), R = 0.022.Crystals of 2O >2*H2O (2) are triclinic, space group , with unit-cell dimensions a = 13.988(3), b= 14.287(3), c = 15.689(3) Angstroem, α = 80.40(2), β = 81.89(2), γ = 86.65(2) deg, Z = 2, and for 5290 observed reflections, R = 0.042.Crystals of PhI(O2CCF3)2 (3) are triclinic, spacegroup , with unit-cell dimensions a = 9.787(4), b= 9.055(3), c = 7.674(3) Angstroem, α = 91.45(3), β = 99.78(3), γ = 89.21(3) deg, Z = 2, and for 2104 observed reflections, R = 0.037.All three compounds have pseudo-trigonal-bipyramidal primary geometry , and form secondary bonds to give pentagonal planar systems around Te and I, also with linear C-Te...O systems.In the light of these results, previously published tellurium nitrate structures are re-interpreted.
Easy preparation of [bis(trifluoroacetoxy)iodo]arenes from iodoarenes, with sodium percarbonate as the oxidant
Kazmierczak, Pawel,Skulski, Lech
, p. 810 - 812 (2002)
Easy and effective preparations of the nearly pure [bis(trifluoroacetoxy) iodo]arenes, ArI(OCOCF)3, from some iodoarenes, ArI, are reported, using an anhydrous) sodium (percarbonate/(CF3CO)2O/CH 2Cl2 system. The colorless, freshly prepared (ArI(OCOCF)3)2 thus obtained were 98-99% pure (by iodometry).
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Parham,Loudon
, p. 1 (1978)
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Direct and convenient synthesis of [bis(trifluoroacetoxy)iodo]arenes from iodoarenes
Hossain, Delwar,Kitamura, Tsugio
, p. 142 - 144 (2006)
An easy, safe, and effective method for preparing [bis-(trifluoroacetoxy) iodo]arenes, ArI(OCOCF3)2, in high yields from some iodoarenes are reported, using a K2S2O8/CF 3COOH/CH2Cl2 system. This procedure avoids the use of high temperature and severe reaction conditions.
Chemoselective Cleavage of Si-C(sp3) Bonds in Unactivated Tetraalkylsilanes Using Iodine Tris(trifluoroacetate)
Matsuoka, Keitaro,Komami, Narumi,Kojima, Masahiro,Mita, Tsuyoshi,Suzuki, Kimichi,Maeda, Satoshi,Yoshino, Tatsuhiko,Matsunaga, Shigeki
supporting information, p. 103 - 108 (2021/01/13)
Organosilanes are synthetically useful reagents and precursors in organic chemistry. However, the typical inertness of unactivated Si-C(sp3) bonds under conventional reaction conditions has hampered the application of simple tetraalkylsilanes in organic synthesis. Herein we report the chemoselective cleavage of Si-C(sp3) bonds of unactivated tetraalkylsilanes using iodine tris(trifluoroacetate). The reaction proceeds smoothly under mild conditions (-50 °C to room temperature) and tolerates various polar functional groups, thus enabling subsequent Tamao-Fleming oxidation to provide the corresponding alcohols. NMR experiments and density functional theory calculations on the reaction indicate that the transfer of alkyl groups from Si to the I(III) center and the formation of the Si-O bond proceed concertedly to afford an alkyl-λ3-iodane and silyl trifluoroacetate. The developed method enables the use of unactivated tetraalkylsilanes as highly stable synthetic precursors.
Direct C-H α-Arylation of Enones with ArI(O2CR)2 Reagents
Sousa E Silva, Felipe Cesar,Van, Nguyen T.,Wengryniuk, Sarah E.
supporting information, p. 64 - 69 (2020/01/22)
α-Arylation of α,β-unsaturated ketones constitutes a powerful synthetic transformation. It is most commonly achieved via cross-coupling of α-haloenones, but this stepwise strategy requires prefunctionalized substrates and expensive catalysts. Direct enone C-H α-arylation would offer an atom- and step-economical alternative, but such reports are scarce. Herein we report the metal-free direct C-H arylation of enones mediated by hypervalent iodine reagents. The reaction proceeds via a reductive iodonium Claisen rearrangement of in situ-generated β-pyridinium silyl enol ethers. The aryl groups are derived from ArI(O2CCF3)2 reagents, which are readily accessed from the parent iodoarenes. The reaction is tolerant of a wide range of substitution patterns, and the incorporated arenes maintain the valuable iodine functional handle. Mechanistic investigations implicate arylation via an umpoled "enolonium" species and show that the presence of a β-pyridinium moiety is critical for the desired C-C bond formation.