| The Nobel prize of chemistry was awarded to Grubbs and the other two scientists in honor of the great contributions that they did in the study of olefin metathesis in 2005. And the most effective catalyst of olefin metathesis is the Ruthenium catalyst system based upon N-heterocyclic carbene. The complexes derived from imidazolium and imidazolinium mediated by the transition metals have been employed in the formations of C-C,C-H,C-N and C-O . Paracyclophane is a planar chiral compound which becomes the most remarkable characteristic of it. This characteristic has been attracting the interest of scientists more and more. A series of novel complexes derived from planar chiral paracyclophane mediated by N-heterocyclic carbene can represent much special character that different from neither the para- cyclophane nor the N-heterocyclic carbene. So the study of these complexes will have great and profound meaning.The primary content of this thesis is as follows:[2,2]paracyclophane was prepared with para-methylbenzyl-(N,N,N-trimethyl)-ammonium chloride and sodium hydroxide in dimethyl sulphoxide using Hofmann elimination. Then a series of reactions was did with [2,2]paracyclophane. First, (Rp)-(-)-4-amino[2,2]paracyclophane was obtained by the nitration, deoxidization, split of it; And (4Sp,13Rp)-(-)-4-amino-13-bromo[2,2]paracyclophane was also obtained by the nitration, bromization, deoxidization, split of it. Then (4Sp,13Rp)-(-)-4-amino-13-(3-methylol-phenyl)-[2,2]paracyclophane was obtained by Suzuki cross coupling from (4Sp,13Rp)-(-)-4-amino-13-bromo[2,2]paracyclophane and 3-methylolphenyl-boracic acid. Second, diimines were obtained by the reactions of glyoxal and the three compounds did before. Third, imidazolium salt and imidazolinium salt were did , and three novel compounds were obtained , namely N,N'-di-((Rp)-(-)-4-amino[2,2]paracyclophane)imidazolinium salt, N,N'-di-((4Sp, 13Rp)-(-)-4-amino-13-(3-methylol-phenyl)-[2,2]paracyclophane)imidazolium salt and N,N'-di-((4Sp,13Rp)-(-)-4-amino-13-(3-methylol-phenyl)-[2,2]paracyclophane)imidazolinium salt. Fourth, (4Sp,13Rp)-(+)-4-dimethylamino-13-bromo[2,2]paracyclophane was... |
