The reactivity-selectivity principle: An imperishable myth in organic chemistry

Angewandte Chemie - International Edition

Volumn 45, Issue 12, 2006, Pages 1844-1854

  Mayr, Herbert ^a   Ofial, Armin R ^a  

^a UNIVERSITY OF MUNICH   (Germany)

Author keywords

Frontier orbital effect; Hammond effect; Intrinsic barriers; Linear free energy relationships; Reaction kinetics

Indexed keywords

CATALYST SELECTIVITY; DIFFUSION; REACTION KINETICS;

FRONTIER-ORBITAL EFFECT; HAMMOND EFFECT; INTRINSIC BARRIERS; LINEAR FREE ENERGY RELATIONSHIPS;

ORGANIC CHEMICALS;

EID: 33745363641     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200503273     Document Type: Short Survey

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156. One referee commented: "The statement, that constant selectivity relationships will result when Hammond effects and frontier-orbital effects cancel, is not enough. It would be hard to imagine that these effects accidentally cancel in such an overwhelming number of cases. Is there something else that makes constant selectivity relationships the rule?" We fully agree with this statement. Unfortunately, we cannot give an answer and hope that this Minireview will stimulate theoretical chemists to suggest solutions.
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