An important metal complex in the asymmetric synthesis of .ALPHA.-amino acids. The crystal and molecular structure of (-)546-((R)-alaninato)((6R,8R)-6,8-dimethyl-2,5,9,12-tetraazatridecane)cobalt(III) bromide trihydrate, (-)546-(Co(R-ala)(1,5R,7R,11-Me4-2

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概要

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• The crystal and molecular structures of (−)<SUB>546</SUB>-((<I>R</I>)-alaninato)((6<I>R</I>,8<I>R</I>)-6,8-dimethyl-2,5,9,12-tetraazatridecane)cobalt(III) bromide trihydrate ((−)<SUB>546</SUB>-[Co(<I>R</I>-ala)(1,5<I>R</I>,7<I>R</I>,11-Me<SUB>4</SUB>-2,3,2-tet)]Br<SUB>2</SUB>·3H<SUB>2</SUB>O) (<B>1</B>), derived from (−)<SUB>546</SUB>-[Co(AMM)(1,5<I>R</I>,7<I>R</I>,11-Me<SUB>4</SUB>-2,3,2-tet)]<SUP>+</SUP> on decarboxylation, have been determined from three-dimensional X-ray counter data. In the above, AMM is an α-amino-α-methylmalonate ion. The compound crystallizes in an orthorhombic space group <I>P</I>2<SUB>1</SUB>2<SUB>1</SUB>2<SUB>1</SUB> with <I>a</I>=11.713 (1) Å, <I>b</I>=20.301 (2) Å, <I>c</I>=10.113 (2) Å, and <I>Z</I>=4. The structure was solved by the heavy-atom method followed by full-matrix least-squares and Fourier techniques. A refinement using 2168 reflections with |<I>F</I><SUB>o</SUB>|>3[σ(<I>F</I><SUB>o</SUB>)] gave <I>R</I>=0.052. The absolute configuration of the complex cation is Λ in the β<SUB>2</SUB> form. The gauche conformations of two five-membered chelate rings for the tetramine are both δ, and the central six-membered chelate ring adopts a chair conformation with one methyl group axial and the other equatorial. All the secondary nitrogen atoms have S configurations except one of the terminal nitrogen atoms whose absolute configuration is R. The <I>N</I>-methyl group in an "out-of-plane" five-membered chelate ring is equatorial; however, the other in an "in-plane" five-membered chelate ring has an axial disposition. The alaninate ion coordinates to the cobalt via N and O atoms. The absolute configuration around the carbon center of the alanine was found to be R.

• 公益社団法人 日本化学会の論文

著者

• Yano Shigenobu

  Department Of Chemistry Faculty Of Science Nara Women's University

• YASHIRO Morio

  Department of Applied Chemistry, Faculty of Engineering, Tokyo Institute of Polytechnics

• Yoshikawa Sadao

  Department Of Applied Chemistry Faculty Of Science And Technology Keio University

• Ito Tasuku

  Division of Applied Molecular Science, Institute for Molecular Science

• Toriumi Koshiro

  Division of Applied Molecular Science, Institute for Molecular Science, Okazaki National Reserch Institute

• Ajioka Masanobu

  Department of Synthetic Chemistry, Faculty of Engineering, The University of Tokyo

• Toriumi Koshiro

  Division of Applied Molecular Science, Institute for Molecular Science

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