Inhibitory salt effect on the SNAr based macrocycloetherification of a linear diarylheptanoid
2000
Abstract
Salt effects exerted on the cycloetherification of linear diarylheptanoid 3-OH-4-MeOC6H3(CH2)2COCMe2CO(CH2)2C6H3-3-F-4-NO2 were investigated. Both salting-in and salting-out alkali salts were found to inhibit the macrocyclization. Ion-pairing exchange was proposed to account for the exptl. observations. [on SciFinder (R)]
Details
Title
Inhibitory salt effect on the SNAr based macrocycloetherification of a linear diarylheptanoid
Author(s)
Islas-Gonzalez, Gabriela ; Zhu, Jieping
Published in
Synlett
Issue
3
Pages
412-414
Date
2000
ISSN
0936-5214
Keywords
Substitution reaction (arom.; inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); Etherification (cyclo-; inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); Cation exchange; Ion pairs; Macrocyclization; Salt effect; Solvent polarity effect (inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); Alkali metal salts Role: CAT (Catalyst use); USES (Uses) (inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); salt effect macrocyclization cycloetherification nucleophilic arom substitution
Note
CAN 132:347278
22-5
Physical Organic Chemistry
Institut de Chimie des Substances Naturelles, CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
7447-40-7 (Potassium chloride); 7447-41-8 (Lithium chloride); 7550-35-8 (Lithium bromide); 7647-14-5 (Sodium chloride); 7789-24-4 (Lithium fluoride); 7791-03-9 (Lithium perchlorate); 13755-29-8 (Sodium tetrafluoroborate) Role: CAT (Catalyst use), USES (Uses) (inhibitor; inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); 6674-22-2 (DBU); 7789-23-3 (Potassium fluoride); 13400-13-0 (Cesium fluoride) Role: CAT (Catalyst use), USES (Uses) (inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); 269733-58-6 Role: PEP (Physical, engineering or chemical process), RCT (Reactant), PROC (Process), RACT (Reactant or reagent) (inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); 269733-59-7P Role: SPN (Synthetic preparation), PREP (Preparation) (inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); 1643-19-2 (Tetrabutylammonium bromide) Role: CAT (Catalyst use), USES (Uses) (neutral agent; inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid)
22-5
Physical Organic Chemistry
Institut de Chimie des Substances Naturelles, CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
7447-40-7 (Potassium chloride); 7447-41-8 (Lithium chloride); 7550-35-8 (Lithium bromide); 7647-14-5 (Sodium chloride); 7789-24-4 (Lithium fluoride); 7791-03-9 (Lithium perchlorate); 13755-29-8 (Sodium tetrafluoroborate) Role: CAT (Catalyst use), USES (Uses) (inhibitor; inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); 6674-22-2 (DBU); 7789-23-3 (Potassium fluoride); 13400-13-0 (Cesium fluoride) Role: CAT (Catalyst use), USES (Uses) (inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); 269733-58-6 Role: PEP (Physical, engineering or chemical process), RCT (Reactant), PROC (Process), RACT (Reactant or reagent) (inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); 269733-59-7P Role: SPN (Synthetic preparation), PREP (Preparation) (inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid); 1643-19-2 (Tetrabutylammonium bromide) Role: CAT (Catalyst use), USES (Uses) (neutral agent; inhibitory salt effect on the SNAr-based macrocycloetherification of a linear diarylheptanoid)
Laboratories
LSPN
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LSPN - Laboratory of synthesis and natural products
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Record creation date
2010-11-25