SN2 regioselectivity in the esterification of 5- and 7-membered azacycloalkane quaternary salts: a DFT study to reveal the transition state ring conformation prevailing over the ground state ring strain

The nucleophilic esterification of 5- and 7-membered N-phenylcyclic ammonium salts resulted in distinctive regioselectivity, despite their comparable ring strain in the ground states relative to the corresponding cyclopentane and cycloheptane (both 25.9 kJ mol(-1)). The former underwent a selective...

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Veröffentlicht in:	Organic & biomolecular chemistry 2014-09, Vol.12 (34), p.6717-6724
Hauptverfasser:	Kimura, Akihiro, Kawauchi, Susumu, Yamamoto, Takuya, Tezuka, Yasuyuki
Format:	Artikel
Sprache:	eng
Online-Zugang:	Volltext
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