55217-59-9Relevant academic research and scientific papers
Spectral assignment of phenanthrene derivatives based on 6H-dibenzo[C,E][1,2] oxaphosphinine 6-Oxide by NMR and quantum chemical calculations
Wagner, Sebastian,Rakotomalala, Muriel,Chesneau, Frederick,Zevaco, Thomas,Doering, Manfred
, p. 781 - 798 (2012)
Organophosphorus compounds such as 6H-dibenzo[c,e][1,2]oxaphosphinine 6-oxide (DOPO, 1) and its derivatives are important and versatile compounds for a broad field of applications. However, a thorough spectral assignment is often subordinate to its chemical properties. This article presents and unambiguously attributes the 1H and 13C NMR spectra of DOPO (1), selected products yielded from the Atherton-Todd reaction (2-4), DOPO-HQ (5) as well as sulfur derivatives (6-7) via a set of 1D- and 2D-NMR experiments. The complex P-C and P-H coupling patterns are discussed and compared with the derivatives possessing different chemical environments around the phosphorus atom. In addition, we compared our results with density functional theory calculations. Even though the prediction of NMR data of organophosphorus compounds via molecular modeling is limited, this study presents a method that yields good results for this class of heterocycles. This knowledge should help to quickly assign NMR spectroscopic data of other DOPO (1) derivatives and can be extrapolated to organophosphorus compounds in general. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental resource: NMR Spectra of Compounds 1-7 (Figures S1 - S15). Copyright Taylor and Francis Group, LLC 2012.
METHOD FOR PRODUCING PHOSPHONATE
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Paragraph 0093-0095; 0111-0112, (2021/09/01)
PROBLEM TO BE SOLVED: To provide a method for producing phosphonate having reduced toxicity of used materials and by-products. SOLUTION: A method for producing phosphonate includes the steps of: reacting 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide with trihalogenotisocyanurate; and reacting a product obtained in the step with a hydroxy group-containing compound in the presence of organic amine. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT
Direct aerobic oxidative esterification and arylation of P(O)-OH compounds with alcohols and diaryliodonium triflates
Xiong, Biquan,Feng, Xiaofeng,Zhu, Longzhi,Chen, Tieqiao,Zhou, Yongbo,Au, Chak-Tong,Yin, Shuang-Feng
, p. 537 - 543 (2015/04/14)
Copper-catalyzed aerobic oxidative esterification of P(O)-OH compounds is achieved using alcohols as efficient esterification reagents, giving the expected products with good to moderate yields. Furthermore, it is shown that the arylation of P(O)-OH compounds proceeds efficiently to produce the corresponding products via the treatment of diaryliodonium triflates under mild reaction conditions. It is a simple way to produce a broad spectrum of functionalized phosphinates, phosphonates, and phosphates from basic starting materials with good to excellent yields. The protocol is convenient for practical application. A plausible mechanism has been proposed for the reaction.
