Meisenheimer complexes positively characterized as stable intermediates in the gas phase

Angewandte Chemie - International Edition

Volumn 46, Issue 12, 2007, Pages 1995-1998

  Chiavarino, Barbara ^a   Crestoni, Maria Elisa ^a   Fornarini, Simonetta ^a   Lanucara, Francesco ^a   Lemaire, Joel ^b   Maître, Philippe ^b  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b UNIVERSITÉ PARIS SUD   (France)

Author keywords

Anionic ; Complexes; IR spectroscopy; Mass spectrometry; Photodissociation; Structure elucidation

Indexed keywords

DISSOCIATION; FREE ELECTRON LASERS; LIGHT SOURCES; MULTIPHOTON PROCESSES; NEGATIVE IONS;

FREE ELECTRONS; PROTOTYPICAL ANIONIC; STRUCTURE ELUCIDATION;

INFRARED SPECTROSCOPY;

EID: 34250860180     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200604630     Document Type: Article

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35. Another isomeric possibility may be discarded, namely the one resulting from an ipso attack of a methoxide ion at a carbon atom bearing a nitro substituent, although this attack is not favored by any ortho/para relationship with the other two nitro groups that would enable conjugative derealization of the negative charge. Calculations show that the ensuing species displays the features of a loose complex of nitrite ion with 3,5-dinitroanisole, of comparable stability as the other two noncovalent complexes, 2 and 3. Its calculated IR spectrum differs significantly from the one calculated for 1. Full details will be reported in a forth-coming paper. We thank a reviewer for his input on this point.
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