Sterically crowded 1,4-diiodobenzene as a precursor to difunctional hypervalent iodine compounds

2022 ◽  
Author(s):  
Guobi Li ◽  
Rhett Smith ◽  
Milan Gembicky ◽  
Arnold L. Rheingold ◽  
John D. Protasiewicz
Keyword(s):  
Hypervalent Iodine ◽  
Iodine Compound ◽  
Iodine Compounds ◽  
Iodonium Salt

Oxidation of a 1,4-di-iodobenzene having four adjacent p-tBu-C6H4 group (Ar′) substituents (1) yields the hypervalent iodine compound 1,4-[I(OAc)2]2-2,3,5,6-Ar′4-C6 (2), that undergoes cyclization to produce dicyclic di-iodonium salt (3).

scholarly journals Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions

Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 1897
Author(s):  
Hideyasu China ◽  
Nami Kageyama ◽  
Hotaka Yatabe ◽  
Naoko Takenaga ◽  
Toshifumi Dohi
Keyword(s):  
Aqueous Solution ◽  
Room Temperature ◽  
Practical Method ◽  
Hypervalent Iodine ◽  
Mild Conditions ◽  
Sequential Procedures ◽  
Iodine Compounds ◽  
Practical Synthesis ◽  
Iodosobenzoic Acid ◽  
Lower Temperature

We report a convenient and practical method for the preparation of nonexplosive cyclic hypervalent iodine(III) oxidants as efficient organocatalysts and reagents for various reactions using Oxone® in aqueous solution under mild conditions at room temperature. The thus obtained 2-iodosobenzoic acids (IBAs) could be used as precursors of other cyclic organoiodine(III) derivatives by the solvolytic derivatization of the hydroxy group under mild conditions of 80 °C or lower temperature. These sequential procedures are highly reliable to selectively afford cyclic hypervalent iodine compounds in excellent yields without contamination by hazardous pentavalent iodine(III) compound.

The IX (X=O,N,C) Double Bond in Hypervalent Iodine Compounds: Is it Real?

2014 ◽  
Vol 53 (36) ◽  
pp. 9617-9621 ◽  
Author(s):  
Alexander S. Ivanov ◽  
Ivan A. Popov ◽  
Alexander I. Boldyrev ◽  
Viktor V. Zhdankin
Keyword(s):  
Double Bond ◽  
Hypervalent Iodine ◽  
Iodine Compounds

Preparation of an aliphatic-substituted hypervalent iodine compound, tetracoordinate 1,2-iodoxetane 1-oxide, and its application to oxidation

2004 ◽  
Vol 45 (44) ◽  
pp. 8173-8175 ◽  
Author(s):  
Naokazu Kano ◽  
Masaki Ohashi ◽  
Kazuhisa Hoshiba ◽  
Takayuki Kawashima
Keyword(s):  
Hypervalent Iodine ◽  
Iodine Compound

A novel method for the synthesis of 4′-thiopyrimidine nucleosides using hypervalent iodine compounds

2003 ◽  
Vol 1 (21) ◽  
pp. 3692-3697 ◽  
Author(s):  
Naozumi Nishizono ◽  
Ryosuke Baba ◽  
Chika Nakamura ◽  
Kazuaki Oda ◽  
Minoru Machida
Keyword(s):  
Hypervalent Iodine ◽  
Iodine Compounds ◽  
Novel Method
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