Studies on the Synthesis of New Sulfonylamide Ligand, Crystal Structure and Asymmetric Hydrogen Transfer Reaction of Acetophenone

Abstract

Abstract: The new ligand(1R, 2R)(+)N,N'-bis(8-quinolinesulfonylamino)-1,2-diphenylethylene diamine(BQSDA) was synthesized. The 1∶1 chiral crystal was formed from BQSDAwith acetone. The crystal belongs to monoclinic, space group P2₁, a=0.9717(2) nm, b=0.9495(10) nm, c=1. 7542(3) nm, α=γ=90°, β=97.130°, V=1.606(5) nm³, D_c=1.35 g/cm³. There is a hydrogen bond N1—H…O5 between BQSDAand acetone. The ligand has been used as the chiral catalyst in asymmetric hydrogen transfer reaction of acetophenone in a high yield with e. e.up to 66.5%.

Key words: Asymmetric hydrogen transfer reaction, Chiral diamine, Crystal structure

CLC Number:

O621

TrendMD:

DONG Chun-E, ZHANG Jun-Long, ZHENG Wei-Zhong, ZHI Yong-Gang, ZHANG Liang-Pu, YU Zuo-Long . Studies on the Synthesis of New Sulfonylamide Ligand, Crystal Structure and Asymmetric Hydrogen Transfer Reaction of Acetophenone[J]. Chem. J. Chinese Universities, 2000, 21(7): 1070.

References

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