The Reactions Of Bimetallic Reagent Of Carborane With Unsaturated Small Organic Moleculars

Since the1960s, carborane chemistry has been an active study field. Synthesis andproperty of functionalized carborane derivatives have a great significance, due to the potentialapplications of carborane derivatives in many fields, such as optical materials, biomedical (e.g.BNCT and BNCS), molecular imaging and thermostable polymer materials.In this thesis, mainly the reactions of Li2C2B10H12with unsaturated small molecules,phenylisocyanate (and substituted phenylisocyanate), pentylisocyanate and benzyl azide,containing accumulated double bonds, respectively, were studied. The corrsponding productswere separated and characterized. In addition, we studied the synthesis and hydrolysis of1,2-(C2H5OOCCH2S)2C2B10H10.This thesis contains five chapters as follows:Chapter one explains the synthesis, property, applications and reactivities of carboranecompounds, research progress of reactions of carboranyl metallic reagents with unsaturatedorganic molecule, as well as the purposes of this thesis.In chapter two the reactions of lithium-o-carborane with substituted phenylisocyanate orthioisocyanate and pentylisocyanate, respectively, were studied, the carboranyl monoamide ordiamide compounds were isolated, and charaterized by means of elemental analyses, IR andNMR spectroscopy and mass spectrometry, as well as single-crystal X-ray diffractionanalyses. The same reactions of phenylisocyanate and pentylisocyanate in tetrahydrofuran(THF) or diethyl ether, respectively, the solvent effect is apparent. With phenylisocyanate,only the monoamide product was isolated in THF, which is remarkably different withobtained mainly diamide product in diethyl ether. In the case of pentylisocyanate, moremonoamide and somewhat less diamide were isolated in THF.In chapter three, we obtained1-amino-o-carborane, synthesised by reaction of1,2-Li2C2B10H10with benzyl azide, with a seris of aldehydes, and led to correspondingSchiff base compounds, the products were charaterized by means of elemental analyses, IRand NMR spectroscopy and mass spectrometry, as well as single-crystal X-ray diffractionanalyses. We also tested the optical property and coordination property of part of thecompounds. In chapter four, the syhthesis and hydrolysis of1,2-(C2H5OOCCH2S)2-o-C2B10H10werereported.Chapter five is the conclusion, summarizing the research results in this thesis andpresenting an outlook for a series of chemical conversions of1-amino-o-carborane as well.