An Approach to Nonsymmetric Bis(tertiary phosphine oxides) Comprising Heterocyclic Fragments via the Pd-Catalyzed Phosphorylation

Synlett ◽  
2020 ◽  
Vol 31 (18) ◽  
pp. 1833-1837
Author(s):  
Gladis G. Zakirova ◽  
Dmitrii Yu. Mladentsev ◽  
Nataliya N. Borisova

Nonsymmetric tertiary phosphine oxides with different five- and six-membered heterocyclic fragments such as pyridine, 2,2′-bipyridine, 1,10-phenantroline, quinoline, imidazole, and thiazole were synthesized in good yields via the successive introduction of phosphine oxide groups into the initial dihalogenated heterocycles by means of Pd-catalyzed phosphorylation reaction. The synthesis of pyridine-type compounds is hindered by competing double coupling, while for five-membered heterocycles the principal difficulty is the dehalogenation. Both side processes were successfully suppressed by the use of an excess of a dihalide (which can be easily recovered during the product purification step), proper phosphine ligand for palladium, and nonpolar solvent such as toluene.

2016 ◽  
Vol 81 (17) ◽  
pp. 7644-7653 ◽  
Author(s):  
Ji-Ping Wang ◽  
Shao-Zhen Nie ◽  
Zhong-Yang Zhou ◽  
Jing-Jing Ye ◽  
Jing-Hong Wen ◽  
...  

2015 ◽  
Vol 44 (8) ◽  
pp. 2508-2528 ◽  
Author(s):  
Damien Hérault ◽  
Duc Hanh Nguyen ◽  
Didier Nuel ◽  
Gérard Buono

In this review, we summarise all the methods of phosphine oxide reduction and discuss their mechanistic aspects.


2021 ◽  
Author(s):  
Yuliya Bryleva ◽  
Alexander Artem'ev ◽  
Ludmila Alexsandrovna Glinskaya ◽  
Marianna I Rakhmanova ◽  
Denis G. Samsonenko ◽  
...  

Six centrosymmetric mononuclear Eu3+ and Tb3+ complexes of the type [LnL2(hfac)3] have been synthesized employing diphenyl(pyridin-2-yl)phosphine oxide (Ph2P(O)Py), diphenyl(pyridimin-2-yl)phosphine oxide (Ph2P(O)Pym), and diphenyl(pyrazin-2-yl)phosphine oxide (Ph2P(O)Pyr) as supporting ligands (L). The...


2016 ◽  
Vol 191 (11-12) ◽  
pp. 1480-1481 ◽  
Author(s):  
E. V. Gorbachuk ◽  
E. K. Badeeva ◽  
S. A. Katsyuba ◽  
P. O. Pavlov ◽  
Kh. R. Khayarov ◽  
...  

1997 ◽  
Vol 127 (1) ◽  
pp. 27-37 ◽  
Author(s):  
S. V. Arbanov ◽  
T. Toshev A ◽  
E. Russev A

ChemPlusChem ◽  
2020 ◽  
Vol 85 (5) ◽  
pp. 958-962
Author(s):  
Elena Gorbachuk ◽  
Elena Badeeva ◽  
Aidar Gubaidullin ◽  
Aida Samigullina ◽  
Alexandra Voloshina ◽  
...  

2019 ◽  
Vol 43 (44) ◽  
pp. 17174-17181 ◽  
Author(s):  
Fabian F. Arp ◽  
Shin Hye Ahn ◽  
Nattamai Bhuvanesh ◽  
Janet Blümel

MEKPO (methyl ethyl ketone peroxide) and other peroxides can be synthesized selectively and stabilized as hydrogen-bonded phosphine oxide adducts.


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