Bifunctional Fluorophosphonium Triflates As Intramolecular Frustrated Lewis Pairs: Reversible CO Sequestration and Binding of Carbonyls, Nitriles and Acetylenes

Overview

Journal Chemistry

Specialty Chemistry

Date 2021 Aug 25

PMID 34432918

Citations 3

Authors

Chun-Xiang Guo

Kai Schwedtmann

Jannis Fidelius

Felix Hennersdorf

Arne Dickschat

Antonio Bauza

Antonio Frontera

Jan J Weigand

Affiliations

Soon will be listed here.

Abstract

Electrophilic fluorophosphonium triflates bearing pyridyl (3[OTf]) or imidazolyl (4[OTf])-substituents act as intramolecular frustrated Lewis pairs (FLPs) and reversibly form 1 : 1 adducts with CO (5 and 6 ). An unusual and labile spirocyclic tetrahedral intermediate (7 ) is observed in CO -pressurized (0.5-2.0 bar) solutions of cation 4 at low temperatures, as demonstrated by variable-temperature NMR studies, which were confirmed crystallographically. In addition, cations 3 and 4 actively bind carbonyls, nitriles and acetylenes by 1,3-dipolar cycloaddition, as shown by selected examples.

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Bifunctional Fluorophosphonium Triflates as Intramolecular Frustrated Lewis Pairs: Reversible CO Sequestration and Binding of Carbonyls, Nitriles and Acetylenes.

Guo C, Schwedtmann K, Fidelius J, Hennersdorf F, Dickschat A, Bauza A Chemistry. 2021; 27(55):13709-13714.

PMID: 34432918 PMC: 8518062. DOI: 10.1002/chem.202102382.

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