Alternative synthesis of phosphonate derivatives of 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide

Marco Bortoluzzi; Stefan Ghincolov; Lodovico Agostinis

doi:10.3390/ecsoc-27-16176

Previous Article in event

One-pot synthesis of phosphoramidates from dibenzo[1,3,2]dioxaphosphepine-6-oxide

Next Article in event

Synthesis and Cytotoxic Activity of Conjugates of Mitochondrial-Directed Cationic Compound F16 with Ursane Structure Triterpenic Acids Containing a Polyhydroxylated A-ring.

Next Article in session

Effect and spectroscopic analysis of solutions in trychloratsetylpyrogallol synthesis

Alternative synthesis of phosphonate derivatives of 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide

Marco Bortoluzzi

^{*

1},

Stefan Ghincolov

¹,

Lodovico Agostinis

¹ Dipartimento di Scienze Molecolari e Nanosistemi, Università Ca’ Foscari Venezia, Via Torino 155, 30170 Mestre (VE), Italy.
² Aimplas, Plastic Technology Center, Valencia Parc Tecnologic, C/Gustave Eiffel, 4, 46011 Valencia, Spain.

Academic Editor: Julio A. Seijas

Published: 15 November 2023 by MDPI in The 27th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-27-16176

Abstract:

The phosphonates 6-methoxy-6H-dibenzo[1,2]oxaphosphinine-6-oxide and 6-(allyloxy)-6H-dibenzo[1,2]oxaphosphinine 6-oxide were synthesized in a single step under mild conditions from the H-phosphinate 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO), following a method based on the oxidation with I₂ of the reactant in the presence of the reactant alcohol as solvent and triethylamine as base. The compounds, of potential interest in the field of non-halogenated flame retardants, were isolated with high purity and the formulations were confirmed by multinuclear NMR spectroscopy.

Keywords: DOPO; phosphonates; flame retardants; P-O bond formation.

View paper View Poster

0 Reads
0 Recommendations

Marco Bortoluzzi

Stefan Ghincolov

Lodovico Agostinis