Dehydration of ortho‐, meta‐ and para‐Alkoxy Phenylboronic Acids to their Corresponding Boroxines

Isomeric isobutoxy phenylboronic acids (ortho‐, meta‐, para‐) were synthesized and their properties such as pKa and thermal stability have been compared. Molecular and crystal structures of the para isomer were determined by single crystal XRD methods. DSC and TGA measurements have been carried out...

Full description

Saved in:
Bibliographic Details
Published in:European journal of inorganic chemistry 2018-04, Vol.2018 (13), p.1492-1498
Main Authors: Adamczyk‐Woźniak, Agnieszka, Kaczorowska, Ewa, Kredátusova, Jana, Madura, Izabela, Marek, Paulina H., Matuszewska, Alicja, Sporzyński, Andrzej, Uchman, Mariusz
Format: Article
Language:English
Subjects:
Acidity
Alkoxy
Boroxines
Crystal structure
Dehydration
DSC
Inorganic chemistry
Isomers
Measurement methods
Phenylboronic acid
Single crystals
TGA
Thermal stability
X‐ray diffraction
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Isomeric isobutoxy phenylboronic acids (ortho‐, meta‐, para‐) were synthesized and their properties such as pKa and thermal stability have been compared. Molecular and crystal structures of the para isomer were determined by single crystal XRD methods. DSC and TGA measurements have been carried out on all isomers to study their dehydration as well as thermal stability. The results show that the position of the substituent in phenylboronic acids influences their acidity as well as possible formation of the corresponding boroxines. The position of the butoxy substituent has been shown to influence the properties of phenylboronic acids such as: acidity, melting points and their vulnerability to dehydration. Formation of the corresponding boroxines has been studied by DSC, TGA, DTGA and IR spectroscopic techniques. The molecular structure of the para‐isomer has been determined by X‐ray diffraction of the monocrystal.
ISSN:1434-1948
1099-0682
DOI:10.1002/ejic.201701485