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Metal-free reductive cleavage of C-N and S-N bonds by photoactivated electron transfer from a neutral organic donor.


ABSTRACT: A photoactivated neutral organic super electron donor cleaves challenging arenesulfonamides derived from dialkylamines at room temperature. It also cleaves a) ArCNR and b) ArNC bonds. This study also highlights the assistance given to these cleavage reactions by the groups attached to N in (a) and to C in (b), by lowering LUMO energies and by stabilizing the products of fragmentation.

SUBMITTER: O'Sullivan S 

PROVIDER: S-EPMC4227565 | biostudies-literature | 2014 Jan

REPOSITORIES: biostudies-literature

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Metal-free reductive cleavage of C-N and S-N bonds by photoactivated electron transfer from a neutral organic donor.

O'Sullivan Steven S   Doni Eswararao E   Tuttle Tell T   Murphy John A JA  

Angewandte Chemie (International ed. in English) 20131206 2


A photoactivated neutral organic super electron donor cleaves challenging arenesulfonamides derived from dialkylamines at room temperature. It also cleaves a) ArCNR and b) ArNC bonds. This study also highlights the assistance given to these cleavage reactions by the groups attached to N in (a) and to C in (b), by lowering LUMO energies and by stabilizing the products of fragmentation. ...[more]

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