Literature DB >> 21391680

Deoxygenation of some α-dicarbonyl compounds by tris(diethylamino)phosphine in the presence of fullerene C60.

Irina P Romanova1, Andrey V Bogdanov, Vladimir F Mironov, Gulnara R Shaikhutdinova, Olga A Larionova, Shamil K Latypov, Alsu A Balandina, Dmitry G Yakhvarov, Aidar T Gubaidullin, Alina F Saifina, Oleg G Sinyashin.   

Abstract

The reactions of such cyclic α-diketones as acenaphthenequinone, aceanthrenequinone, and N-alkylisatins, with hexaethyltriaminophosphine in the presence of the fullerene C(60), lead to the formation of methanofullerene derivatives under mild conditions. This process proceeds via deoxygenation of the dicarbonyl compound by the P(III) derivative and is likely to involve the intermediate formation of α-ketocarbenes. The structure of some methanofullerenes has been confirmed by NMR and XRD. The electrochemical behavior of the methanofullerenes was also investigated.

Entities:  

Year:  2011        PMID: 21391680     DOI: 10.1021/jo102332e

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  P(NMe2)3-Mediated Umpolung Alkylation and Nonylidic Olefination of α-Keto Esters.

Authors:  Sunewang Rixin Wang; Alexander T Radosevich
Journal:  Org Lett       Date:  2015-07-15       Impact factor: 6.005

Review 2.  Nucleophilic cyclopropanation of [60]fullerene by the addition-elimination mechanism.

Authors:  Yulya N Biglova; Akhat G Mustafin
Journal:  RSC Adv       Date:  2019-07-19       Impact factor: 4.036

3.  Novel indolin-2-one-substituted methanofullerenes bearing long n-alkyl chains: synthesis and application in bulk-heterojunction solar cells.

Authors:  Irina P Romanova; Andrei V Bogdanov; Inessa A Izdelieva; Vasily A Trukhanov; Gulnara R Shaikhutdinova; Dmitry G Yakhvarov; Shamil K Latypov; Vladimir F Mironov; Vladimir A Dyakov; Ilya V Golovnin; Dmitry Yu Paraschuk; Oleg G Sinyashin
Journal:  Beilstein J Org Chem       Date:  2014-05-14       Impact factor: 2.883

  3 in total

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