Blog :: DRUG SCALEUP AND MANUFACTURING INTERNATIONAL

Blog :: DRUG SCALEUP AND MANUFACTURING INTERNATIONAL:

'via Blog this'

A Chemical Tripod

Tripod immobilization of ligands is a simple and flexible strategy for creating new heterogeneous catalysts

Read more

A Chemical Tripod

Sustainable Synthesis of Phenols

Phenols synthesized within a few minutes in water with a recyclable deep eutectic solvent
Read more

Baeyer-Villiger oxidation

Also known as: Baeyer-Villiger rearrangement

The Baeyer-Villiger oxidation is an organic reaction used to convert a ketone to an ester using a peroxyacid (such as mCPBA). The reaction of the ketone with the acid results in a tetrahedral intermediate, with an alkyl migration following to release a carboxylic acid. The more electron rich R group migrates to the oxygen in this concerted process, allowing for accurate prediction of the stereochemistry of the product.^[1]
.....................................................................................................................

Mechanism

.......................................................................

References:

1.	Baeyer, A.; Villiger, V. Ber. Dtsch. Chem. Ges. 1899, 32, 3625–3633.

Supercritical Carbon Dioxide: A Promoter of Carbon–Halogen Bond Heterolysis

Supercritical Carbon Dioxide: A Promoter of Carbon–Halogen Bond Heterolysis

Angewandte Chemie International Edition

Volume 52, Issue 50, pages 13298–13301, December 9, 2013

Thais Delgado-Abad, Dr. Jaime Martínez-Ferrer, Prof. Dr. Ana Caballero, Dr. Andrea Olmos, Prof. Dr. Rossella Mello, Prof. Dr. María Elena González-Núñez, Prof. Dr. Pedro J. Pérez and Prof. Dr. Gregorio Asensio

Article first published online: 15 OCT 2013 | DOI: 10.1002/anie.201303819

Amazing reaction medium: Supercritical carbon dioxide, with zero dipole moment, lower dielectric constant than pentane, and non-hydrogen-bonding behavior, ionizes carbon–halogen bonds, dissociates the resulting ion pairs, and escapes from capture by the carbocation intermediates at temperatures above 40 °C. These properties allow the observation of carbocation chemistry in the absence of acids.

http://onlinelibrary.wiley.com/doi/10.1002/anie.201303819/abstract

http://onlinelibrary.wiley.com/store/10.1002/anie.201303819/asset/supinfo/anie_201303819_sm_miscellaneous_information.pdf?v=1&s=1f241331acbea958dddc7b5aa07d5db80210925a