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One‐, Two‐, and Three‐Electron Reduction of a Cyclic Alkyl(amino)carbene–SbCl 3 Adduct
Author(s) -
Kretschmer Robert,
Ruiz David A.,
Moore Curtis E.,
Rheingold Arnold L.,
Bertrand Guy
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201404849
Subject(s) - adduct , carbene , chemistry , electron paramagnetic resonance , alkyl , lewis acids and bases , antimony , medicinal chemistry , one electron reduction , crystallography , photochemistry , inorganic chemistry , organic chemistry , catalysis , physics , electrode , nuclear magnetic resonance , electrochemistry
A cyclic alkyl(amino)carbene readily reacts with SbCl 3 to form the corresponding Sb III adduct. One‐electron reduction gives rise to the first example of a neutral antimony‐centered radical characterized in solution. Two‐electron reduction affords a Lewis base stabilized chloro‐stibinidene, whereas three‐electron reduction gives an antimony diatomic species capped by two carbenes. The radical has been characterized by EPR spectroscopy, while the structure of the other three species has been ascertained by single‐crystal X‐ray diffraction. In these four species, the formal oxidation state of the metalloid diminishes from III, to II, to I, and finally 0.