Journal of the American Chemical Society, Vol.129, No.29, 8952-8952, 2007
Crystal structures of the chiral diamine (R,R)-TMCDA with the commonly used alkyllithium bases methyllithium, iso-propyllithium, and sec-butyllithium
(R,R)-N,N,N',N'-Tetramethyl-1,2-diaminocyclohexane [(R,R)-TMCDA] coordinated alkyllithiums crystallize as dimeric [MeLi center dot(R,R)-TMCDA](2) and [i-PrLi center dot(R,R)-TMCDA](2) and monomeric s-BuLi center dot(R,R)-TMCDA. s-BuLi center dot(R,R)-TMCDA is the first structurally characterized Lewis base coordinated adduct of s-BuLi. The high reactivity of s-BuLi center dot(R,R)-TMCDA in deprotonation reactions results from the monomeric structure.