Crystalline Monomeric Allenyl/Propargyl Radical

Reduction of alkynyl iminium salts derived from cyclic (alkyl)­(amino)­carbenes (CAACs) affords propargyl/allenyl radicals. Depending on the nature of the CAAC and alkyne substituents, these radicals can irreversibly dimerize, exist as monomers in solution but dimerize in the solid state, or can eve...

Full description

Saved in:
Bibliographic Details
Published inJournal of the American Chemical Society Vol. 139; no. 44; pp. 15620 - 15623
Main Authors Hansmann, Max M, Melaimi, Mohand, Bertrand, Guy
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 08.11.2017
Amer Chemical Soc
Subjects
alkynes
carbenes
Chemistry
Chemistry, Multidisciplinary
free radicals
Physical Sciences
salts
Science & Technology
solids
X-ray diffraction
ELECTRON-SPIN-RESONANCE
INTRAMOLECULAR HYDROIMINIUMATION
PROPARGYLIC RADICALS
CYCLIC (ALKYL)(AMINO) CARBENES
STABLE CARBENES
LIGHT PHOTOREDOX CATALYSIS
ALKYL AMINO CARBENES
BOND ACTIVATION
ALKYL(AMINO) CARBENE
C-H
Online AccessGet full text

Cover

More Information
Summary:Reduction of alkynyl iminium salts derived from cyclic (alkyl)­(amino)­carbenes (CAACs) affords propargyl/allenyl radicals. Depending on the nature of the CAAC and alkyne substituents, these radicals can irreversibly dimerize, exist as monomers in solution but dimerize in the solid state, or can even remain monomeric as solids. The first characterization of an allenyl radical by single crystal X-ray crystallography is reported.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0002-7863
1520-5126
1520-5126
DOI:10.1021/jacs.7b09622