Novel Organophosphine Compound Containing Sn-P Bond:Synthesis、Structure And Reactivity

Phosphorus and its organic phosphine compounds are widely used in materials science,polymer science,nanotechnology,catalysis,life sciences,drug development and other fields.The design,synthesis and application of new organic phosphine compounds has always been one of the hot spots in organic chemistry research.Recent studies have found that organophosphine compounds containing Sn-P bonds can not only be used in electrocatalytic reactions,but also can be used as fungicides,surface disinfectants,and marine antifouling agents in industrial and agricultural production.The synthesis of compounds containing Sn-P bonds is mainly limited in two aspects:On the one hand,there is a lack of high-efficiency synthetic methods that can produce Sn-P bond-containing compounds in large quantities;on the other hand,there is a lack of phosphorus source reagents.At present,the synthesis of most phosphorus source reagents still requires the use of highly toxic chlorine gas to synthesize phosphorus trichloride,or the use of flammable organic phosphine reagents,which has poor atomic economy.Therefore,the use of safe and effective phosphorus source reagents,the development of green and efficient synthetic routes,and the construction of new Sn-P containing organophosphine compounds is a very meaningful research topic.In this thesis,dialkylstannene（R₂Sn:）has both Lewis acidity and Lewis alkalinity characteristics to investigate its reaction with sodium phosphocyanate（Na OCP）.Through this reaction to study the reaction properties of dialkylstannene,the first synthesis of a stannous compound containing Sn-P bond.At the same time,by using the electrophilic substitution reaction of alkenyl tin with chlorinated hydrocarbons,the cycloaddition reaction with olefins,and the pyrolysis reaction,a series of Sn-P bond-containing compounds and transition metal complexes are synthesized.The content of the research paper mainly includes the following two parts:1.study on synthesis and reactivity of stannenes containing Sn-P bond:The reaction of alkyl stannene and sodium phosphate cyanate（Na OCP）is a reversible reaction,in tetrahydrofuran,the reaction produces Sn-P bond-like stannene.In non-ether-soluble solvents,such as n-hexane,cyclohexane,toluene,stannoids undergo a reversible reaction and dissociate into dialkylstannenes.This kind of stanene compounds can react with electrophiles such as benzyl chloride and methyl iodide,indicating that the tin atom in the center of the stanene has a negative charge.Cycloaddition reaction of stanene-like compounds with 2,3-dimethyl 1,3-butadiene shows the reaction characteristics of stanine.Under the conditions of light or pyrolysis,this type of stannic tin undergoes a decomposition reaction,releasing two molecules of carbon monoxide to produce a dianion compound containing a four-membered Sn₂P₂ring.2.The reaction of gold-coordinated dialkyl organotin chloride with sodium phosphate cyanate:The Au-Cl bond insertion reaction of dialkylene tin and organophosphine coordination gold chloride is used to produce gold-coordinated dialkyl organotin chloride.Production of gold-coordinated dialkyl organotin chloride,which undergoes nucleophilic reaction with sodium phosphate cyanate to form an organo-gold complex containing a ketene structure.The complex exhibits diverse reactivity,ligand exchange reaction with NHC carbene,and cycloaddition reaction with CAAC carbene.The cyclization reaction is carried out under light conditions.Using these reactions,a series of organo-gold compounds containing Sn-P bonds have been constructed.