A clean and simple method for deprotection of phosphines from borane complexes
Authors:
- Oleg M. Demchuk,
- Radomir Jasinski,
- Dorota Strzelecka,
- Kamil Dziuba,
- Karolina Kula,
- Jacek Chrzanowski,
- Dorota Krasowska
Abstract
Simple, efficient, clean, and stereospecific protocols of protection of phosphorus atom with borane and deprotection from the borane complexes of the tertiary phosphines in mild conditions are reported. The proposed protection/deprotection reactions tolerate a range of functional groups and lead to pure products with excellent yield with no need for application of chromatographic or crystallisation purification procedures. For the first time mechanisms of the reactions of phosphine protection and deprotection have been studied based on experimental kinetic data as well as quantumchemical calculations, which allows designing reaction conditions suitable for a given substrate.
- Record ID
- CUT316a65e49c4c4fb8a622ececb2553524
- Publication categories
- ; ;
- Author
- Journal series
- Pure and Applied Chemistry, ISSN 0033-4545, e-ISSN 1365-3075
- Issue year
- 2018
- Vol
- 90
- No
- 1
- Pages
- 49-62
- Other elements of collation
- schem.; tab.; wykr.; Bibliografia (na s.) - 60-62; Bibliografia (liczba pozycji) - 66; Oznaczenie streszczenia - Abstr.; Numeracja w czasopiśmie - Vol. 90, Iss. 1
- Substantive notes
- Papers from the 6th International IUPAC Conference on Green Chemistry (ICGC-6)
- Conference
- 6th International IUPAC Conference on Green Chemistry (ICGC-6), 2016, 04-09-2016 - 08-09-2016, Venice, Włochy
- Keywords in English
- chiral phosphines, ICGC-6, phosphine boranes, protection and deprotection reactions, quantumchemical DFT calculations, reaction mechanism elucidation
- DOI
- DOI:10.1515/pac-2017-0313 Opening in a new tab
- URL
- https://doi.org/10.1515/pac-2017-0313 Opening in a new tab
- Language
- eng (en) English
- License
- Score (nominal)
- 30
- Additional fields
- Indeksowana w: Scopus
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUT316a65e49c4c4fb8a622ececb2553524/
- URN
urn:pkr-prod:CUT316a65e49c4c4fb8a622ececb2553524
* presented citation count is obtained through Internet information analysis, and it is close to the number calculated by the Publish or PerishOpening in a new tab system.