A clean and simple method for deprotection of phosphines from borane complexes

被引：14

作者：

Demchuk, Oleg M. ^{[1
]}

Jasinski, Radomir ^{[2
]}

Strzelecka, Dorota ^{[1
]}

Dziuba, Kamil ^{[1
]}

Kula, Karolina ^{[2
]}

Chrzanowski, Jacek ^{[3
]}

Krasowska, Dorota ^{[3
]}

机构：

[1] Marie Curie Sklodowska Univ, Dept Organ Chem, 33 Gliniana St, PL-20614 Lublin, Poland

[2] Cracow Univ Technol, Inst Organ Chem & Technol, Warszawska 24, PL-31155 Krakow, Poland

[3] Polish Acad Sci, Ctr Mol & Macromol Studies, Sienkiewicza 112, PL-90363 Lodz, Poland

来源：

PURE AND APPLIED CHEMISTRY | 2018年 / 90卷 / 01期

关键词：

chiral phosphines; ICGC-6; phosphine boranes; protection and deprotection reactions; quantum-chemical DFT calculations; reaction mechanism elucidation; NUCLEOPHILIC-SUBSTITUTION; OXIDES; REDUCTION; CHEMISTRY; LIGANDS; BORON; TRIMETHYLAMINE; MECHANISM; AMINE;

D O I：

10.1515/pac-2017-0313

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：49 / 62

页数：14

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