Enthalpy- and/or entropy-controlled asymmetric oxidation: stereocontrolling factors in Mn-salen-catalyzed oxidation

Authors
Nishida, T Miyafuji, A Ito, YN Katsuki, T
Citation
T. Nishida et al., Enthalpy- and/or entropy-controlled asymmetric oxidation: stereocontrolling factors in Mn-salen-catalyzed oxidation, TETRAHEDR L, 41(36), 2000, pp. 7053-7058
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
36
Year of publication
2000
Pages
7053 - 7058
Database
ISI
SICI code
0040-4039(20000902)41:36<7053:EAEAOS>2.0.ZU;2-L
Abstract
The degree of enantioselection by second-generation Mn-salen complexes was found to depend upon the conformation of their ligand and substrate nucleop hilicity. Oxidation of usual olefins was better effected by using (R,S)-Mn- salen complexes as catalysts, while that of more nucleophilic ones was achi eved by using (R,R)-Mn-salen complexes. This phenomenon was explained by an alyzing the enthalpy and entropy factors of the reactions. (C) 2000 Elsevie r Science Ltd. All rights reserved.