Synthesis of Azaphosphinines by Directed Inverse-Electron-Demand Hetero-Diels-Alder Reactions with Na(OCP)

Chemistry : a European Journal
Max M Hansmann

Abstract

Herein, a straightforward synthetic approach towards azaphosphinines is reported. The synthesis of 1,3- and 1,4-aza-λ3 -phosphinines as well as 1,2,4-diaza-λ3 -phosphinines by inverse-electron-demand hetero-Diels-Alder reactions of sodium 2-phosphaethynolate [NaOCP] with triazines and tetrazines is studied. In the case of 1,2,4-triazines a hetero-D.A. reaction was developed, which relies on a new directing-group approach based on the complexation of sodium to form an ionic Do→Na-OCP tether. The first X-ray characterization data for aza-λ3 -phosphinines as well as the first phosphinine triflates are presented.

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Citations

Mar 13, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Yanbo MeiHansjörg Grützmacher
Nov 27, 2019·Chemistry : a European Journal·Monika KořenkováLibor Dostál
Oct 16, 2019·Chemical Communications : Chem Comm·Steven GieseChristian Müller
Jun 8, 2021·Chemistry : a European Journal·Vít KremláčekLibor Dostál
Aug 10, 2021·Chemical Society Reviews·Kei Ota, Rei Kinjo
Aug 27, 2021·Angewandte Chemie·Mehrafshan G JafariDaniel J Mindiola

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