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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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