Synthesis of tetramers of 1,3-adamantane derivatives

✍ Scribed by Takashi Ishizone; Hiroyuki Tajima; Shinichi Matsuoka; Seiichi Nakahama

• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 72 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)01825-1

✦ Synopsis

Novel tetramers of 1,3-adamantane and 5,7-dibutyl-1,3-adamantane were synthesized by the coupling reaction of 3-bromo-1,1%-biadamantane or 3-bromo-5,5%,7,7%-tetrabutyl-1,1%-biadamantane with sodium in n-octane or with magnesium in diethyl ether. Although the former 1,3-adamantane tetramer showed poor solubility in organic solvents, the latter tetrameric 5,7-dibutyl-1,3-adamantane was readily soluble in THF, chloroform and benzene and was successfully characterized by NMR, IR, SEC and elemental analyses.