Free-Energy Profile for a Host-Accelerated Diels-Alder Reaction: The Sources of exo Selectivity

Simultaneous reduction of the activation energy for the exo reaction and increase of that for the endo reaction explain how a cyclic porphyrin trimer that can bind diene 1 and dienophile 2 in its cavity increases the exo selectivity of a Diels–Alder reaction and accelerates it dramatically.

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Bibliographische Detailangaben
Veröffentlicht in:	Angewandte Chemie International Edition 1995-02, Vol.34 (2), p.217-219
Hauptverfasser:	Walter, Christopher J., Sanders, Jeremy K. M.
Format:	Artikel
Sprache:	eng
Schlagworte:	Diels-Alder reactions enzyme models host-guest chemistry kinetics porphyrinoids
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	Simultaneous reduction of the activation energy for the exo reaction and increase of that for the endo reaction explain how a cyclic porphyrin trimer that can bind diene 1 and dienophile 2 in its cavity increases the exo selectivity of a Diels–Alder reaction and accelerates it dramatically.
ISSN:	0570-0833 1521-3773
DOI:	10.1002/anie.199502171