First insights into the synthesis of carbo-phospholane   and carbo-phospholene oxides

Luc Maurette; Catherine Saccavini; Valérie Maraval; Remi Chauvin

doi:10.17721/fujcV3I2P80-88

Authors

Luc Maurette
Catherine Saccavini
Valérie Maraval
Remi Chauvin Associated Editor, Laboratoire de Chimie de Coordination du CNRS; Toulouse 3 - Paul Sabatier University

DOI:

https://doi.org/10.17721/fujcV3I2P80-88

Keywords:

carbo-mers, pericyclynes, phosphole, phospholane, phospholene

Abstract

Fifteen-membered ring carbo-mers of five-membered rings are considered in the heterocyclic series of the phosphole oxide and less unsaturated parents. The synthesis of the first carbo-phospholane oxides is achieved by a [14+1] two-step/one-pot macrocyclization route with 86 % yield. Reduction of the latter phosphora-[5]pericyclyne with SnCl₂allowed consistent ¹H and ³¹P NMR characterization of the corresponding carbo-phospholene, produced with 11 % yield. The ultimate carbo-phosphole oxide could not be isolated, but preliminary results on alternative strategies towards this 14 p_z-electron Hückel carbo-aromatic are reported.

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