Abstract
A quantitative Lewis acidity/basicity scale toward boron-centered Lewis acids has been developed based on a set of 90 experimental equilibrium constants for the reactions of triarylboranes with various O-, N-, S-, and P-centered Lewis bases in dichloromethane at 20 degrees C. Analysis with the linear free energy relationship log K-B=LA(B)+LBB allows equilibrium constants, K-B, to be calculated for any type of borane/Lewis base combination through the sum of two descriptors, one for Lewis acidity (LA(B)) and one for Lewis basicity (LBB). The resulting Lewis acidity/basicity scale is independent of fixed reference acids/bases and valid for various types of trivalent boron-centered Lewis acids. It is demonstrated that the newly developed Lewis acidity/basicity scale is easily extendable through linear relationships with quantum-chemically calculated or common physical-organic descriptors and known thermodynamic data (Delta HBF3 ). Furthermore, this experimental platform can be utilized for the rational development of borane-catalyzed reactions.
Item Type: | Journal article |
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Faculties: | Chemistry and Pharmacy > Department of Chemistry |
Subjects: | 500 Science > 540 Chemistry |
ISSN: | 0947-6539 |
Language: | English |
Item ID: | 100456 |
Date Deposited: | 05. Jun 2023, 15:34 |
Last Modified: | 17. Oct 2023, 15:04 |