手性BINOL衍生物制备及线性炔醇在光学材料中的应用.pdfVIP

手性BINOL 衍生物制备及线性炔醇在 光学材料中的应用 中文摘要 我们通过对(S)-BINOL （联二萘酚）的3 位和3,3 ’位的修饰，利 用新的途径合成了新型手性联二萘酚衍生物小分子催化剂，并摸索出 衍生物单一晶体培养的极为简便方法，相对文献报道的一般耦合反应 所得到的3 位和3,3 ’位含有烷基醇的催化剂此方法合成的目标产物 ee 值低。我们利用另一合成途径，通过优化条件不仅提高了产率，并 且获得了光学纯的3 位和3,3 ’位修饰的BINOL 衍生物催化剂。目前， 共获得了3 个新型手性BINOL 衍生物催化剂。我们试图建立3 位含 有烷基醇的催化剂催化手性炔醇的不对称加成的反应模型，但没有取 得成功。 此外，利用简单的手性 BINOL-Ti 体系催化炔醛加成，获得了 95%ee 值的线性炔丙醇，并将其成功应用于手性光学材料合成当中， 该方法简洁巧妙，符合原子经济学的特点，具有较大的潜在的应用价 值。不仅如此，这种简便易行的催化体系还为我们在合成方面提供了 更多的思路。 关键词：BINOL 联二萘酚衍生物 线性炔醇 手性液晶材料 Preparation of Chiral BINOLs derivatives and Application of linear alkynol in Optical materials we prepared 3 and 3,3-substituted BINOLs by new synthesis approach and found a simple method for the crystal bring-up. Comparing to synthesis approach of the 3 and 3,3-substituted BINOL catalysts containing alkyl alcohol reported in the literatures by General coupling reactions,we synthesized new small molecule catalyst of three chiral binaphthol derivatives with optically active pure and improved the yields. We were trying to build the response reaction model of the asymmetric Catalytic addition by 3-substituted BINOL, Unfortunately, we failed. We are also synthesizing some new catalysts of chiral BINOL derivatives. In addition, the enantiomeric excess (ee) of linear propargyl alcohol synthesized by simple chiral BINOL-Ti catalyst system is up to 95%. This linear alkynol were successfully used in synthesis of the optical material. This method is the rare specific applications of BINOL-Ti catalyst system, showing its potential value. Beside that, this simple catalytic system provide more synthetic method ideas in the optical material for us. Keywords:1,1’-Bi-2-naphthol( BINOL) BINOLs derivatives linear alkyn