- Synthesis and resolution of 1,1-bi-8-methylisoquinoline: Formation of an optically active complex with high chiral recognition
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The synthesis and resolution of 1,1-bi-8-methylisoquinoline (±)-5 is reported. An optically active palladium complex with high chiral recognition was formed during the complexation between a chiral palladium complex and the two enantiomers of (±)-5. The free energy barrier ΔGF(≠) for interconversion of enantiomers was estimated to be 97,2 KJ/mol at 40°C.
- Chelucci, Giorgio,Cabras, M. Antonietta,Saba, Antonio,Sechi, Alessandra
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- 8,8′-Dialkyl-1,1′-biisoquinolines: Preparation, absolute configuration and unexpected racemization behaviour
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A series of 8,8′-dialkyl-1,1′-biisoquinolines, in which methyl, ethyl and isopropyl groups are introduced for enhancing the transannular steric hindrance, are synthesized. The atropisomeric biisoquinolines are separated into both enantiomers, of which the absolute configurations and the optical stabilities are determined. Contrary to prior expectations, the racemization behaviour is inversely proportional to the steric size of the alkyl groups. The Royal Society of Chemistry 1999.
- Tsue, Hirohito,Fujinami, Hideyuki,Itakura, Takeshi,Tsuchiya, Ryuta,Kobayashi, Kimiko,Takahashi, Hiroki,Hirao, Ken-Ichi
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p. 3677 - 3683
(2007/10/03)
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- Preparation of optically active 8,8′-disubstituted 1,1′-biisoquinoline
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Synthesis of 1,1′-biisoquinolines having substituents in the 8,8′-positions and their resolution by hplc on a chiral column on a preparative scale are described.
- Hirao, Ken-Ichi,Tsuchiya, Ryuta,Yano, Yasuhiro,Tsue, Hirohito
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p. 415 - 422
(2007/10/02)
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