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Anion–π Interactions in Light‐Induced Reactions: Role in the Amidation of (Hetero)aromatic Systems with Activated N ‐Aryloxyamides
Author(s) -
Buglioni Laura,
Mastandrea Marco M.,
Frontera Antonio,
Pericàs Miquel A.
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201903055
Subject(s) - chemistry , radical , ion , phosphate , cleavage (geology) , non covalent interactions , photochemistry , carbonate , degradation (telecommunications) , aromaticity , combinatorial chemistry , organic chemistry , molecule , materials science , hydrogen bond , telecommunications , fracture (geology) , computer science , composite material
The importance of anion–π interactions as a driving force for chemical and biological processes is increasingly being recognized. In this communication, we describe for the first time its key participation in light‐induced reactions. We show, in particular, how transient complexes formed through noncovalent anion–π interactions between electron‐poor N ‐aryloxyamides and multiply‐charged anions (such as carbonate or phosphate) can undergo facile light‐promoted N−O cleavage, affording amidyl radicals that can subsequently be trapped by (hetero)aromatics.