Stable Boron Peroxides with a Subporphyrinato Ligand

Angewandte Chemie
Eiji TsurumakiAtsuhiro Osuka

Abstract

Subporphyrin B-peroxides have been synthesized in good yields by acid-catalyzed exchange reactions of subporphyrin B-methoxide with the corresponding hydroperoxides. Thermal dimerization of the subporphyrin B-hydroperoxide provided the peroxo-bridged bis(subporphyrin) quantitatively. These subporphyrin B-peroxides are fairly stable under ambient conditions, which allowed their isolation and full characterization as the first examples of structurally authenticated boron hydroperoxides, acyclic boron organylperoxides, and neutral peroxo-bridged diboron species. The subporphyrin B-peroxides thus prepared were investigated through their crystal structures, IR spectra, and cyclic voltammograms as well as by DFT calculations. The subporphyrin B-hydroperoxide oxidizes triphenylphosphine quantitatively to triphenylphosphine oxide.

References

Feb 14, 2002·Chemical Reviews·C Ollivier, P Renaud
Feb 1, 1963·Physics in Medicine and Biology·B E JONES
Dec 29, 2005·Angewandte Chemie·Yasuhide InokumaAtsuhiro Osuka
May 25, 2006·Journal of the American Chemical Society·Carlo AdamoHakim Lakmini
Dec 14, 2006·Angewandte Chemie·Nagao KobayashiAtsushi Matsuda
Mar 27, 2007·Journal of the American Chemical Society·Yasuhide InokumaAtsuhiro Osuka
Jun 9, 2007·Journal of the American Chemical Society·Yuichi TakeuchiNagao Kobayashi
Jul 12, 2007·Chemical Communications : Chem Comm·Yasuhide Inokuma, Atsuhiro Osuka
Dec 22, 2007·Journal of the American Chemical Society·Eiji TsurumakiAtsuhiro Osuka
Apr 30, 2008·Dalton Transactions : an International Journal of Inorganic Chemistry·Yasuhide Inokuma, Atsuhiro Osuka
Dec 5, 2008·Organic Letters·Yasuhide Inokuma, Atsuhiro Osuka
Dec 6, 2008·Chemistry : a European Journal·Eiji TsurumakiAtsuhiro Osuka
Apr 30, 2009·Angewandte Chemie·Thomas K WoodMasood Parvez
Mar 9, 2011·Journal of the American Chemical Society·Shin-ya HayashiAtsuhiro Osuka
Jul 20, 2011·Journal of the American Chemical Society·Eiji TsurumakiAtsuhiro Osuka
Jul 17, 2013·Chemistry : a European Journal·Shun SagaAtsuhiro Osuka
Feb 27, 2014·Chemical Reviews·Christian G ClaessensTomás Torres
Jan 8, 2015·Journal of the American Chemical Society·Eiji TsurumakiAtsuhiro Osuka
Jan 13, 2015·Journal of the American Chemical Society·Justin T HenthornTheodor Agapie

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Citations

Nov 8, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Hanna BaumgarthThomas Braun
Apr 13, 2019·Angewandte Chemie·Tomasz PietrzakJanusz Lewiński
Nov 7, 2019·Chemistry : a European Journal·Koki Kise, Atsuhiro Osuka
Mar 19, 2019·Chemical Science·Baolin Wang, Rei Kinjo
Sep 12, 2018·Beilstein Journal of Organic Chemistry·Haiyan GuanJianxin Song
Jul 28, 2020·Journal of the American Chemical Society·Mohammadjavad KarimiFrançois P Gabbaï
Aug 4, 2018·Journal of the American Chemical Society·Eric W DahlNathaniel K Szymczak

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