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Arylation with Unsy...
Arylation with Unsymmetrical Diaryliodonium Salts : A Chemoselectivity Study
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- Malmgren, Joel (författare)
- Stockholms universitet,Institutionen för organisk kemi
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- Santoro, Stefano (författare)
- Stockholms universitet,Institutionen för organisk kemi
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- Jalalian, Nazli, 1982- (författare)
- Stockholms universitet,Institutionen för organisk kemi
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- Himo, Fahmi (författare)
- Stockholms universitet,Institutionen för organisk kemi
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- Olofsson, Berit (författare)
- Stockholms universitet,Institutionen för organisk kemi
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(creator_code:org_t)
- 2013-06-20
- 2013
- Engelska.
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Ingår i: Chemistry - A European Journal. - : Wiley. - 0947-6539 .- 1521-3765. ; 19:31, s. 10334-10342
- Relaterad länk:
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https://doi.org/10.1...
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https://su.diva-port... (primary) (Raw object)
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https://onlinelibrar...
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
Ämnesord
Stäng
- Phenols, anilines, and malonates have been arylated under metal-free conditions with twelve aryl(phenyl)iodonium salts in a systematic chemoselectivity study. A new “anti-ortho effect” has been identified in the arylation of malonates. Several “dummy groups” have been found that give complete chemoselectivity in the transfer of the phenyl moiety, irrespective of the nucleophile. An aryl exchange in the diaryliodonium salts has been observed under certain arylation conditions. DFT calculations have been performed to investigate the reaction mechanism and to elucidate the origins of the observed selectivities. These results are expected to facilitate the design of chiral diaryliodonium salts and the development of catalytic arylation reactions that are based on these sustainable and metal-free reagents.
Ämnesord
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Nyckelord
- arylation
- chemoselectivity
- DFT calculations
- hypervalent compounds
- ligand exchange
- organisk kemi
- Organic Chemistry
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
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