Aminolysis of X-substituted phenyl diphenylphosphinates: Effect of amine nature on reactivity and transition-state structure

IH Um, JY Han, YH Shin - The Journal of Organic Chemistry, 2009 - ACS Publications
A kinetic study is reported for aminolysis of X-substituted phenyl diphenylphosphinates (1a−
i) in 80 mol% H2O/20 mol% dimethyl sulfoxide at 25.0±0.1° C. The Brønsted-type plot for the …

Predicting reactivities of organic molecules. Theoretical and experimental studies on the aminolysis of phenyl acetates

B Galabov, S Ilieva, B Hadjieva… - The Journal of …, 2008 - ACS Publications
The quality of reactivity predictions coming from alternative theoretical approaches as well
as experimental reactivity constants is examined in the case of the ester aminolysis process …

Mechanistic Study of the sPLA2-Mediated Hydrolysis of a Thio-ester Pro Anticancer Ether Lipid

L Linderoth, P Fristrup, M Hansen… - Journal of the …, 2009 - ACS Publications
Secretory phospholipase A2 (sPLA2) is an interesting enzyme for triggered liposomal drug
delivery to tumor tissue due the overexpression of sPLA2 in cancerous tissue. A drug …

Mechanistic Assessment of SNAr Displacement of Halides from 1-Halo-2,4-dinitrobenzenes by Selected Primary and Secondary Amines: Brønsted and Mayr …

IH Um, LR Im, JS Kang, SS Bursey… - The Journal of Organic …, 2012 - ACS Publications
Pseudo-first-order rate constants (k obsd) have been measured spectrophotometrically for
nucleophilic substitution reactions of 1-X-2, 4-dinitrobenzenes (1a–d, X= F, Cl, Br, I) with …

Aminolysis of O-Aryl Thionobenzoates: Amine Basicity Combines with Modulation of the Nature of Substituents in the Leaving Group and Thionobenzoate Moiety to …

IH Um, SJ Hwang, S Yoon, SE Jeon… - The Journal of Organic …, 2008 - ACS Publications
A kinetic study is reported for aminolysis of OY-substituted phenyl thionobenzoates (1a− f)
and O-4-nitrophenyl X-substituted thionobenzoates (2a− f) in 80 mol% H2O/20 mol% DMSO …

Aminolysis of Y-Substituted-phenyl 2-Methoxybenzoates in Acetonitrile: Effect of the o-Methoxy Group on Reactivity and Reaction Mechanism

IH Um, AR Bae - The Journal of Organic Chemistry, 2011 - ACS Publications
Second-order rate constants (k N) were measured for aminolyses of Y-substituted-phenyl 2-
methoxybenzoates 2a–i and 4-nitrophenyl X-substituted-benzoates 3a–j in MeCN at 25.0° …

Electronic nature of substituent X governs reaction mechanism in aminolysis of 4-pyridyl X-substituted-benzoates in acetonitrile

IH Um, AR Bae - The Journal of Organic Chemistry, 2012 - ACS Publications
A kinetic study is reported for aminolysis of 4-pyridyl X-substituted-benzoates 5a–i. Plots of
pseudo-first-order rate constants (k obsd) vs [amine] curve upward for the reactions of …

Computational investigation of the aminolysis of RAFT macromolecules

GB Desmet, DR D'hooge, MK Sabbe… - The Journal of …, 2016 - ACS Publications
This work presents a detailed computational study and kinetic analysis of the aminolysis of
dithioates, dithiobenzoates, trithiocarbonates, xanthates, and thiocarbamates, which are …

Comparison of aminolysis of 2-pyridyl and 4-pyridyl X-substituted benzoates in acetonitrile: evidence for a concerted mechanism involving a cyclic transition state

IH Um, AR Bae, TI Um - The Journal of Organic Chemistry, 2014 - ACS Publications
A kinetic study on reactions of 2-pyridyl X-substituted benzoates (6a–i) with a series of cyclic
secondary amines in MeCN is reported. The Hammett plot for the reaction of 6a–i with …

Evidence for a catalytic six-membered cyclic transition state in aminolysis of 4-nitrophenyl 3, 5-dinitrobenzoate in acetonitrile: comparative brønsted-type plot, entropy …

IH Um, MY Kim, AR Bae, JM Dust… - The Journal of Organic …, 2015 - ACS Publications
A kinetic study for reactions of 4-nitrophenyl 3, 5-dinitrobenzoate (1a) with a series of cyclic
secondary amines in acetonitrile is reported. Plots of the pseudo-first-order rate constant (k …