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Arylation reactions: The Photo-S(sub N)1 path via phenyl cation as an alternative to metal catalysis

Article Abstract:

Photo(sensitized) cleavage of benzenediazonium salts as well as, when an electron-donating substituent is present, of aryl chlorides, fluorides, mesylates, triflates and phosphate leads to the corresponding phenyl cations in the triplet state. These intermediates add selectively to alkenes, alkynes and hetero arenes, giving arylation products in a good yield.

Author: Fagnoni, Maurizio, Albini, Angelo
Publisher: American Chemical Society
Publication Name: Accounts of Chemical Research
Subject: Science and technology
ISSN: 0001-4842
Year: 2005
Chlorides, Azo compounds, Dichloropropane

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Advances in nitrogen transfer reactions involving aziridines

Article Abstract:

Efforts towards the synthesis and functionalization of aziridines, involved in nitrogen transfer reactions, are highlighted. The electrochemical aziridination of olefins, the acid-catalyzed ring opening of aziridines and the development of transition metal mediated nitrogen allylation, arylation and alkenylation of unprotected aziridines are investigated.

Author: Yudin, Andrei K., Watson, Iain, D.G., Yu, Lily
Publisher: American Chemical Society
Publication Name: Accounts of Chemical Research
Subject: Science and technology
ISSN: 0001-4842
Year: 2006
Canada, Electric properties, Nitrogen, Nitrogen fixation, Olefins, Alkenes

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Catalysis of stannane-mediated radical chain reactions by benzeneselenol

Article Abstract:

The development of the catalysis of stannane-mediated radical chain reactions by benzenselenol, which is generated in situ by reduction of diphenyl diselenide with tributylin hydride, is described. The catalytic reaction demonstrates that a single, inefficient propagation step may be advantageously replaced by two well-matched steps.

Author: Crich, David, Grant, Daniel, Krishnamurthy, Venkataramanan, Patel, Mitesh
Publisher: American Chemical Society
Publication Name: Accounts of Chemical Research
Subject: Science and technology
ISSN: 0001-4842
Year: 2007
Phenols, Phenols (Class of compounds), Tin compounds, Catalysis, Structure, Nucleophilic reactions

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Subjects list: Analysis, Chemical properties, Arylation
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