Novel Synthesis, Crystal Structure, and Plant-growth Regulation Activity o f (1S,4R)-4,7,7-Trimethyl-6-oxabicyclo3.2.1octane-1,4-diol

摘要

The title compound,(1S,4R)-4,7,7-trimethyl-6-oxabicyclo [3.2.1] octane-1,4-diol (C10H18O3),has been synthesized from terpinolene via one-step catalytic synthetic method and structurally characterized by means of HRMS,IR,1H-NMR,13C-NMR and single-crystal X-ray diffraction.The compound crystallizes in trigonal,space group R-3,with a =27.892(9),b =27.892(9),c =6.720(2) (A),γ =120°,Z =18,V=4527(3) (A)3,Dc =1.230 g/cm3,Mr =186.24,λ(MoKa) =0.71073(A),μ =0.09 mm-1,F(000) =1836,the final R =0.051 and wR =0.161.The title compound molecule contained a 6-oxabicyclo[3.2.1]octane skeleton and two hydroxyl groups,which were connected through intermolecular O-H.…O hydrogen bonds to generate a two-dimensional network.Especially,the preliminary bioassay showed that the title compound can promote the root growth and shoot elongation of rape (Brassica campestris) at low concentration (0.625～70 mmol·L-l) and inhibit them at high concentration (＞ 70 mmol·L-1).