@article{oai:kanazawa-u.repo.nii.ac.jp:00010660, author = {政田, 浩光 and 三口, 史雄 and 土井, 靖夫 and 林, 彰}, issue = {2}, journal = {日本化学会誌 : 化学と工業化学 = Journal of the Chemical Society of Japan : chemistry and industrial chemistry}, month = {Feb}, note = {t is a well-known result that the reactions of t-alkyl halides with alkali metal aryl oxides and alkoxides in protic solvents give olefins (E) almost exclusively. By contrast, we found a new method for the Williamson ether synthesis in the reactions of t-alkyl halides with alkali and alkaline earth metal phenoxides and alkoxides at 60-90° C in nonpolar solvents (hexane and heptane). The yields of t-alkyl phenyl ethers and t-butyl alkyl ethers (SN) were moderate. The selectivity of SN/E was governed by solvent, metal cation (Li+, Na+, K+, Mg2+, Ca2+, Sr2+, and Ba2+), nucleophile, and substrate. The nonpolar solvents were much more effective for the SN reaction than polar solvents.}, pages = {164--166}, title = {無極性溶媒におけるハロゲン化第三級アルキルを用いた新規Williamson合成法}, volume = {1995}, year = {1995} }