Synthesis and conformational analysis of phenyl-substituted 1,3,2-oxazaphosphino[4,3-a

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• 作者：Ildikó ; Schuster ; Andreas Koch ; Matthias Heydenreich ; Erich Kleinpeter ; Lá ; szló ; Lá ; zá ; r ; Ferenc Fü ; lö ; p
• 关键词：Phosphorus heterocycles ; Sulfur heterocycles ; Fused-ring systems ; Conformational analysis ; Molecular modelling
• 刊名：Journal of Molecular Structure
• 出版年：2008
• 出版时间：15 October 2008
• 年：2008
• 卷：888
• 期：1-3
• 页码：124-137
• 全文大小：967 K

文摘

Through the ring closures of tetrahydroisoquinoline 1,3-amino alcohols bearing a phenyl group in the side-chain, diastereomers of novel 1- or 2-phenyl-substituted 1,3,2-oxazaphosphino[4,3-a]isoquinoline 4-oxides, and 1,2,3-oxathiazino[4,3-a]isoquinoline 4-oxides and 4,4-dioxides were prepared. NMR analysis and DFT calculations on the prepared tetrahydroisoquinoline-condensed 1,2,3-heterocycles revealed that their conformational equilibria of cis¹–trans–cis² type are influenced by the relative configuration of P-4 in the 1,3,2-oxazaphosphinanes, and by the position of the phenyl group in the 1,2,3-oxathiazines.