Synthesis of enantiomeric pure lithium and potassium benzamidinate complexes

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• 作者：Paul Benndorf^a ; Corinna Preuß ; ^a ; Peter W. Roesky ; ^a ; ^{roesky@kit.edu}
• 关键词：Amidinate ; Chelates ; Chirality ; Lithium ; Potassium ; X-ray structures
• 刊名：Journal of Organometallic Chemistry
• 出版年：2011
• 出版时间：15 March 2011
• 年：2011
• 卷：696
• 期：6
• 页码：1150-1155
• 全文大小：529 K

文摘

A new synthesis leading to the chiral amidines (S,S)- and (R,R)-N,N-bis-(1-phenylethyl)benzamidine ((S)- and (R)-HPEBA) in good yields is presented. Further reaction of (S)-HPEBA with n-BuLi gave the chiral lithium salt (S)-LiPEBA. Treatment of KH with (S)-HPEBA in boiling THF afforded the corresponding potassium salt (S)-KPEBA. In contrast by performing the reaction in boiling toluene a fast racemization was observed. In the solid state racemic KPEBA formed a dimer, in which all four nitrogen atoms are in a plane. To each potassium atom a toluene molecule is η⁶-coordinated.