连茚四酮类有机磁性化合物的合成及性能

Synthesis and Properties of Bis-1,3-indanedione Organic Magnetic Compounds

分别以邻苯二甲酸酐、4-甲基邻苯二甲酸酐和四氯邻苯二甲酸酐为原料,采用Gabriel&Leupold法合成了3个连茚四酮类化合物,即2,2'-二茚满-1,1',3,3'-四酮(1)、5,5'-二甲基-2,2'-二茚满-1,1',3,3'-四酮(2)和4,4',5,5',6,6',7,7'-八氯-2,2'-二茚满-1,1',3,3'-四酮(3).元素分析、1HNMR、FTIR和MS测定分析表明,此3个分子主要以烯醇式存在,同时存在分子内氢键;通过电子自旋共振(ESR)谱测定,给出了各化合物的ESR谱参数值.结果表明,化合物1～3均有良好的ESR图谱,是只含有C,H,O及Cl的纯有机磁性化合物,分子内都含有稳定的自由基.通过量子化学计算,推测出了自由基可能形成的位置及此类化合物最可能的存在形式(烯醇式),且证明分子内存在1个氢键.

2,2＇-Bis-indan-1,1＇,3,3＇-tetrone（ 1） ,5,5＇-dimethyl-2,2＇-bis-indan-1,1＇,3,3＇-tetrone（ 2） and 4,4＇,5,5＇,6,6＇,7,7＇-octachloro-2,2＇-bis-indan-1,1＇,3,3＇-tetrone （ 3 ） were prepared using phthalic anhydride,4-methylphthalic anhydride and tetrachlorophthalic anhydride as raw materials by the Gabriel Leupold method. The characteristic of compound 1—3 were confirmed by elemental analysis,1H NMR,FTIR and MS. The ESR parameters were given by ESR analysis. As a new discovery,compound 1—3 showed excellent ESR spectra. These compounds,which are pure organic magnetic molecules containing only C,H, O and Cl,can all form stable free radicals. Through quantum-chemistry calculation,while the position that the free radicals occupy and the most possible existing form of these compounds were brought forward. That was as en-ol form and had one hydrogen bond in the molecule.