- Halogen exchange via a halogenation of diaryliodonium salts with cuprous halide
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An efficient halogenation reaction has been developed with diaryliodonium salts and cuprous halides. Various diaryliodonium salts 1 could perform the reaction with readily available CuBr or CuCl in CH3CN at 80°C, assembling bromoarenes or chloroarenes in up to 92% yields. This provides us a method for the transformation from iodoarenes to other haloarenes.
- Li, Jian,Liu, Li,Ding, Dong,Sun, Jiang-Tao
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p. 541 - 548
(2014/01/06)
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- CuBr catalyzed C-N cross coupling reaction of purines and diaryliodonium salts to 9-arylpurines
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CuBr was found to be an efficient catalyst for the C-N cross coupling reaction of purine and diaryliodonium salts. 9-Arylpurines were synthesized in excellent yields with short reaction times (2.5 h). The method represents an alternative to the synthesis of 9-arylpurines via Cu(ii) catalyzed C-N coupling reaction with arylboronic acids as arylating agents. The Royal Society of Chemistry 2011.
- Niu, Hong-Ying,Xia, Chao,Qu, Gui-Rong,Zhang, Qian,Jiang, Yi,Mao, Run-Ze,Li, De-Yang,Guo, Hai-Ming
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supporting information; experimental part
p. 5039 - 5042
(2011/08/07)
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- Synthesis of primary-alkyl selenols and selenides from primary-alkyl thiols involving diphenyl sulfonium salts
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Hexyl thiol has been transformed to hexyl selenol and related selenides and selenocyanate by substitution of the corresponding hexyldiphenylsulfonium tetrafluoroborate with selenium nucleophiles. The Royal Society of Chemistry 2005.
- Krief, Alain,Dumont, Willy,Robert, Michael
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p. 2167 - 2168
(2007/10/03)
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- Oxidative Anion Metatheses in Diaryliodonium Iodides and Chlorides
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Oxidative anion metatheses in the crude title iodides and chlorides produced the corresponding pure hydrogensulfates, nitrates, tetrafluoroborates, triflates, tosylates, as well as bromides and chlorides (only from the iodides) in 54-86% yields. These procedures are easier and shorter than earlier methods. By using modified oxidative metatheses in the title iodides (in the presence of HBr or HCl) it was possible either to isolate, or to detect only, the intermediate dihaloiodates(I). [Ar2I]+[IX2]- (X = Br or Cl). A complex Ph2I+Cl- -1/2I2 was also obtained in 56% yield. Tetraethylammonium iodide was similarly converted into pure tetrafluoroborate or dibromoiodate(I) in 75 and 76% yields, respectively.
- Kazmierczak, Pawel,Skulski, Lech
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p. 219 - 224
(2007/10/03)
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- A short-cut synthesis of diaryliodonium bromides followed by oxidative anion metatheses
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This paper reports a one-pot synthesis of the title bromides (in 20-88% crude yields) from iodoarenes oxidized with the CrO3/AcOH/Ac2O/H2SO4 liquid mixture, then coupled in situ with arenes and, finally, precipitated out with a KBr solution. Similarly, diaryliodonium perchlorates and iodides are obtained in 40-89% crude yields. Oxidative anion metatheses in the crude title bromides produce the respective pure diaryliodonium tetrafluoroborates, tosylates, trifluoroacetates, hydrosulfates, nitrates, and chlorides in 57-80% yields. These new preparative procedures are easier and shorter than many earlier methods.
- Kazmierczak,Skulski
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p. 1027 - 1032
(2007/10/02)
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- Diaryliodonium salts
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Cationic polymerization of epoxy monomers or prepolymers can be achieved by use of certain radiation sensitive aromatic halonium salts. Curable compositions are provided which can be used as sealants, coating compounds, encapsulants, etc.
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