Recent Developments in the Chemistry of Polyvalent Iodine Compounds

Oxidations of Secondary Alcohols to Ketones Using Easily Recyclable Bis(trifluoroacetate) Adducts of Fluorous Alkyl Iodides, CF3(CF2)n-1I(OCOCF3)2

“…Similar results have been reported with bis(carboxylate) adducts of phenyl iodide 1b. We therefore investigated a strategy that has been used with other iodine(III) reagents, that of an activator or relay oxidant 1b.…”

“…Similar results have been reported with bis(carboxylate) adducts of phenyl iodide 1b. We therefore investigated a strategy that has been used with other iodine(III) reagents, that of an activator or relay oxidant 1b. Both Kita , and Zheng 9 obtained much improved results when reactions were conducted in the presence of bromide ions (aqueous KBr or NaBr in an ionic liquid).…”

Oxidations of Secondary Alcohols to Ketones Using Easily Recyclable Bis(trifluoroacetate) Adducts of Fluorous Alkyl Iodides, CF3(CF2)n-1I(OCOCF3)2

“…Similar results have been reported with bis(carboxylate) adducts of phenyl iodide 1b. We therefore investigated a strategy that has been used with other iodine(III) reagents, that of an activator or relay oxidant 1b.…”

“…Similar results have been reported with bis(carboxylate) adducts of phenyl iodide 1b. We therefore investigated a strategy that has been used with other iodine(III) reagents, that of an activator or relay oxidant 1b. Both Kita , and Zheng 9 obtained much improved results when reactions were conducted in the presence of bromide ions (aqueous KBr or NaBr in an ionic liquid).…”

Chemistry of Polyvalent Iodine

“…X-ray structural data for the overwhelming majority of iodonium salts show a significant secondary bonding between the iodine atom and the anion with average bond distances within a range of 2.3 to 2.7 Å, which results in a pseudo trigonal bipyramidal geometry similar to λ3-iodanes with one carbon ligand. In agreement with this model, the experimentally determined bond angle R–I–R in iodonium salts is close to 90° 6. The most common and well investigated class of these compounds are diaryliodonium salts, known for over one hundred years and extensively covered in previous reviews.…”

Catalytic Hypervalent Iodine Oxidation Using 4-Iodophenoxyacetic Acid and Oxone: Oxidation of p-Alkoxyphenols to p-Benzoquinones

“…Iodobenzene gave better result (entry 4). Methyl and methoxy groups on the benzene ring showed [10][11][12]. These results show that the electron-donating alkoxy group at the para position on the benzene ring would increase the catalytic efficiency of iodoarene, in contrast to the reported results using m-CPBA 19,20) and H 2 O 2 30) as a co-oxidant.…”

Oxidations of Secondary Alcohols to Ketones Using Easily Recyclable Bis(trifluoroacetate) Adducts of Fluorous Alkyl Iodides, CF3(CF2)n-1I(OCOCF3)2

“…Similar results have been reported with bis(carboxylate) adducts of phenyl iodide 1b. We therefore investigated a strategy that has been used with other iodine(III) reagents, that of an activator or relay oxidant 1b.…”

“…Similar results have been reported with bis(carboxylate) adducts of phenyl iodide 1b. We therefore investigated a strategy that has been used with other iodine(III) reagents, that of an activator or relay oxidant 1b. Both Kita , and Zheng 9 obtained much improved results when reactions were conducted in the presence of bromide ions (aqueous KBr or NaBr in an ionic liquid).…”

Chemistry of Polyvalent Iodine

“…X-ray structural data for the overwhelming majority of iodonium salts show a significant secondary bonding between the iodine atom and the anion with average bond distances within a range of 2.3 to 2.7 Å, which results in a pseudo trigonal bipyramidal geometry similar to λ3-iodanes with one carbon ligand. In agreement with this model, the experimentally determined bond angle R–I–R in iodonium salts is close to 90° 6. The most common and well investigated class of these compounds are diaryliodonium salts, known for over one hundred years and extensively covered in previous reviews.…”

Catalytic Hypervalent Iodine Oxidation Using 4-Iodophenoxyacetic Acid and Oxone: Oxidation of p-Alkoxyphenols to p-Benzoquinones

“…Iodobenzene gave better result (entry 4). Methyl and methoxy groups on the benzene ring showed [10][11][12]. These results show that the electron-donating alkoxy group at the para position on the benzene ring would increase the catalytic efficiency of iodoarene, in contrast to the reported results using m-CPBA 19,20) and H 2 O 2 30) as a co-oxidant.…”

Oxidations of Secondary Alcohols to Ketones Using Easily Recyclable Bis(trifluoroacetate) Adducts of Fluorous Alkyl Iodides, CF3(CF2)n-1I(OCOCF3)2

“…Similar results have been reported with bis(carboxylate) adducts of phenyl iodide 1b. We therefore investigated a strategy that has been used with other iodine(III) reagents, that of an activator or relay oxidant 1b.…”

“…Similar results have been reported with bis(carboxylate) adducts of phenyl iodide 1b. We therefore investigated a strategy that has been used with other iodine(III) reagents, that of an activator or relay oxidant 1b. Both Kita , and Zheng 9 obtained much improved results when reactions were conducted in the presence of bromide ions (aqueous KBr or NaBr in an ionic liquid).…”

Chemistry of Polyvalent Iodine

“…X-ray structural data for the overwhelming majority of iodonium salts show a significant secondary bonding between the iodine atom and the anion with average bond distances within a range of 2.3 to 2.7 Å, which results in a pseudo trigonal bipyramidal geometry similar to λ3-iodanes with one carbon ligand. In agreement with this model, the experimentally determined bond angle R–I–R in iodonium salts is close to 90° 6. The most common and well investigated class of these compounds are diaryliodonium salts, known for over one hundred years and extensively covered in previous reviews.…”

Catalytic Hypervalent Iodine Oxidation Using 4-Iodophenoxyacetic Acid and Oxone: Oxidation of p-Alkoxyphenols to p-Benzoquinones

“…Iodobenzene gave better result (entry 4). Methyl and methoxy groups on the benzene ring showed [10][11][12]. These results show that the electron-donating alkoxy group at the para position on the benzene ring would increase the catalytic efficiency of iodoarene, in contrast to the reported results using m-CPBA 19,20) and H 2 O 2 30) as a co-oxidant.…”