Work

Chiral bis(pyrazolyl)methane copper(I) complexes and their application in nitrene transfer reactions

Year: 2021

Type: article

Abstract: In this study, chiral bis(pyrazolyl)methane copper(I) acetonitrile complexes were applied to generate two novel terminal copper tosyl nitrene complexes with the nitrene generating agent SPhINTs in dichloromethane at low temperatures. The syntheses of the chiral bis(pyrazolyl)methane ligands are based on pulegone and camphor, members of the natural chiral pool. The chiral copper(I) acetonitrile complexes were applied as catalysts in the copper nitrene mediated aziridination reaction of different styrene derivatives and the C–H amination of various substrates. The reactions afforded good yields, but low enantiomeric excess under mild conditions. The nitrene species have been characterized with UV/Vis and EPR spectroscopy and the products of the decay by ESI mass spectrometry.

Source: Zeitschrift für Naturforschung B

DOI: 10.1515/znb-2021-0140

Authors: Fabian Thomas, Dominik Steden, Alexander Eith, Alexander Hoffmann, Sonja Herres-Pawlis

Institution: RWTH Aachen University

Language: English

Topic: Synthesis and Catalytic Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $2,366

Funder: Deutsche Forschungsgemeinschaft