79134-83-1Relevant academic research and scientific papers
A new method for the polymer-supported synthesis of cyclic oligoesters for potential applications in macrocyclic lactone synthesis and combinatorial chemistry
Ruddick, Clare L.,Hodge, Philip,Cook, Anthony,McRiner, Andrew J.
, p. 629 - 637 (2007/10/03)
Attachment of ω-hydroxyalkanecarboxylic acids to Merrifield beads followed by treatment with a catalytic amount of di-n-butyltin oxide in chlorobenzene at 133 °C for 4-18 h brought about the formation of the corresponding cyclic oligomers (COs) as the mai
Effect of Inverse Micelles on the Competition between Lactonization and Polymerization Reactions of an ω-Hydroxy Carboxylic Acid
Jaeger, David A.,Ippoliti, J. Thomas
, p. 4964 - 4968 (2007/10/02)
The ability of inverse micelles to influence the competition between carbodiimide-mediated lactonization and polymerization of 15-hydroxypentadecanoic acid (1), yielding pentadecanolide (2) and polymer (3), respectively, has been investigated by using inverse micellar systems in benzene based on di-n-dodecyldimethylammonium bromide (DDABr) and on bis(2-ethylhexyl) sodium sulfosuccinate (AOT) with and without water pools.Two ionic carbodiimides, 1-cyclohexyl-3-carbodiimide p-toluenesulfonate (4) and 1--3-ethylcarbodiimide hydrochloride (5), were used.The inherent ability of carbodiimide 4 to effect lactonization of 1 is inhibited moderately by DDABr inverse micelles without water pools and completely by AOT inverse micelles without water pools.Carbodiimide 4 did not effect esterification when these inverse micellar systems contained water pools; carbodiimide 5 apparently did not do so under any of the conditions used.
