Deprotonation of 9-(2-substituted 1-naphthyl)fluorene rotamers, where the substituent is a dimethylamino, a methoxy, or a methylthio, has been carried out with butyllithium in hexane–benzene. While the reactions of the ap-isomers were generally slower than those of the sp-isomers, the difference in the methoxy compounds was the greatest among the compounds examined. The results are discussed on the basis of the ease of ligation of the substituent and the steric effects that prevail in the ap-isomers, together with the distance between 9-position and the ligation site in the subsituent.
对9-(2-取代1-
萘基)
芴旋转异构体的去质子化实验已经在己烷-苯体系中使用丁基
锂进行,其中取代基为二甲基
氨基、甲氧基或甲
硫基。尽管ap-异构体的反应通常比sp-异构体慢,但在甲氧基化合物中,二者的差异在所检查化合物中是最大的。结果基于取代基的配位易度和在ap-异构体中占主导地位的立体效应,以及9位与取代基配位位点之间的距离进行了讨论。