生物质化学工程2018，Vol.52Issue(3)：23-28,6.DOI:10.3969/j.issn.1673-5854.2018.03.004
(1S,4R)-4,7,7-三甲基-6-氧杂二环[3.2.1]辛烷-1,4-二醇的一步催化合成及其除草活性
One-step Catalytic Synthesis and Herbicidal Activity of (1S,4R)-4,7,7-Trimethyl-6-oxabicyclo[3.2.1] octane-1,4-diol
摘要
Abstract
(1S,4R)-4,7,7-trimethyl-6-oxabicyclo[3.2.1] octane-1,4-diol(2) was synthesized from terpinolene by using hexadecyl pyridinium peroxo heteropolyoxomolybdotungstate( HPP) as redox-acid bifunctional catalyst and 30％( mass fraction) H2 O2 as oxidant.The optimal conditions for the reaction were terpinolene 4 mmol, HPP catalyst 7.35％( calculated by the mass of terpinolene), solvent chloroform 0.8 mL, the reaction material ratio(molar ratio of H2O2 and terpinolene) 3, reaction temperature 35℃, reaction time 6 h.Under these conditions, the conversion rate of terpinolene reached 100％and the yield of compound 2 reached 29％.The molecular structure was identified by means of IR, NMR and single crystal X-ray diffraction. The preliminary herbicidal activity assay indicated that compound 2 showed excellent inhibitory effect against the root growth and shoot elongation of ryegrass(Lolium rigidum);the inhibition rates against the root growth and shoot elongation were up to 91.8％and 80.7％, respectively, at the concentration of 120 mmol/L.Compared with the reported 1, 8-cineole, compound 2 had better inhibitory effect on ryegrass.关键词
单萜氧杂双环二醇/一步催化合成/异松油烯/过氧杂多酸盐/除草活性Key words
monoterpene oxabicyclodiol/one-step catalytic synthesis/terpinolene/peroxypolyoxometalate/herbicidal activity分类
化学化工引用本文复制引用
谢志鹏,黄道战,黄燕培,黄燕妮..(1S,4R)-4,7,7-三甲基-6-氧杂二环[3.2.1]辛烷-1,4-二醇的一步催化合成及其除草活性[J].生物质化学工程,2018,52(3):23-28,6.基金项目
国家自然科学基金资助项目(31460174) （31460174）
广西研究生教育创新计划项目(gxun-chxzs2016113) （gxun-chxzs2016113）
