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9-(2-Methylphenyl)-3,4,5,6,9,10-hexahydroxanthene-1,8(2H,7H)-dioneMarcoBrito-Arias,(1...
9-(2-Methylphenyl)-3,4,5,6,9,10-hexahydroxanthene-
1,8(2H,7H)-dione
Marco Brito-Arias,(1) Manuel Tapia-Albarra´ n,(1) Itzia Padilla-Martı´nez,(1) Francisco
Martı´nez-Martı´nez,(1) Georgina Espinosa,(2) Elies Molins,(3)* and Enrique Espinosa
Experimental section
Our general approach uses 1,3-cyclohexanedione
(1) and ortho substituted benzaldehydes (2a–d)
as starting materials, which were condensed with
KOH in EtOHUH2O media to generate intermediate
(3), which is further reacted with sodium methoxide
solution at room temperature to afford (4). This
reaction can also be carried out straightforwardly by
reacting (1) and (2) with sodium methoxide solution
to directly produce (4) in 60% yield. The 1H NMR
spectroscopy displays similar signal pattern in
agreement with the X-ray structure obtained. Thus,
for (4b) (CDCl3): d 2.0 (4H, t), 2.3 (4H, m), 2.7 (4H,
t), 2.9 (3H, s), 5.0 (1H, s), 7.0–7.6 (4H, m). It is
noteworthy to mention that the dimeric intermediate
(3), which we have been able to isolate, is a key
intermediate for the preparation of the heterocyclic
three ring systems (4), (5), and (6) that we have reported
so far. Therefore, depending on the system
requested (either the xanthendione (4), the acridindione
(5), or the acridone (6) derivatives), the intermediate
(3) must be treated with sodium methoxide
solution, with amines or sodium azide, and with iron
in acid, respectively.
The structure of the title compound was solved
by direct methods. Refinement was based on fullmatrix
least-squares methods, with anisotropic displacement
parameters for all non-H atoms and a
global fixed isotropic displacement parameter for H
atoms.Hatoms were included at calculated positions,
using a riding model. Table 1 shows crystal data and
the structure refinement parameters corresponding
to the x-ray diffraction analysis. 展开
1,8(2H,7H)-dione
Marco Brito-Arias,(1) Manuel Tapia-Albarra´ n,(1) Itzia Padilla-Martı´nez,(1) Francisco
Martı´nez-Martı´nez,(1) Georgina Espinosa,(2) Elies Molins,(3)* and Enrique Espinosa
Experimental section
Our general approach uses 1,3-cyclohexanedione
(1) and ortho substituted benzaldehydes (2a–d)
as starting materials, which were condensed with
KOH in EtOHUH2O media to generate intermediate
(3), which is further reacted with sodium methoxide
solution at room temperature to afford (4). This
reaction can also be carried out straightforwardly by
reacting (1) and (2) with sodium methoxide solution
to directly produce (4) in 60% yield. The 1H NMR
spectroscopy displays similar signal pattern in
agreement with the X-ray structure obtained. Thus,
for (4b) (CDCl3): d 2.0 (4H, t), 2.3 (4H, m), 2.7 (4H,
t), 2.9 (3H, s), 5.0 (1H, s), 7.0–7.6 (4H, m). It is
noteworthy to mention that the dimeric intermediate
(3), which we have been able to isolate, is a key
intermediate for the preparation of the heterocyclic
three ring systems (4), (5), and (6) that we have reported
so far. Therefore, depending on the system
requested (either the xanthendione (4), the acridindione
(5), or the acridone (6) derivatives), the intermediate
(3) must be treated with sodium methoxide
solution, with amines or sodium azide, and with iron
in acid, respectively.
The structure of the title compound was solved
by direct methods. Refinement was based on fullmatrix
least-squares methods, with anisotropic displacement
parameters for all non-H atoms and a
global fixed isotropic displacement parameter for H
atoms.Hatoms were included at calculated positions,
using a riding model. Table 1 shows crystal data and
the structure refinement parameters corresponding
to the x-ray diffraction analysis. 展开
3个回答
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-(2-Methylphenyl)-3,4,5,6,9,10-hexahydroxanthene-1,8(2H,7H)-dioneMarco Brito-Arias,(1)Manuel Tapia-Albarra´n(1)Itzia PadillaMartı´nez(1)Francisco Martı´nez-Martı´nez(1)乔治娜 Espinosa(2)Elies Molins(3)*和Enrique Espinosa实验部分当是的开始材料用是压缩的时,我们普遍接近使用1,3 cyclohexanedione(1)和邻位的代替苯醛2a?Cd在产生是更远was的中间的(3)EtOHUH2O媒体中KOH和钠甲醇盐溶液阿特室温反应提供(4)这反作用能也被作出反应(1)和(2)有的钠甲醇盐溶液一直向前地实行在60%产量中直接生产 (4).1H NMR光谱学展示相似信号模式同意X光结构was得到星期四,为((4b)((CDCl3):d 2.0((4H,t),2.3((4H,米 ),2.7((4H,t),2.9((3H,s),5.0((1H,s),7.0?C7.6((4H, 米).提到我们已经对能的二聚中间的(3)隔离为准备我们有报道是到目前为止的杂环的三戒指系统(4),(5)和(6)是一重要中间事物是值得注意.因此取决于系统was请求任一个 xanthendione(4)中间的(3)必须是的acridindione(5)或者 acridone(6)派生物分别处理有的钠甲醇盐溶液有的胺或者叠氮化钠和有的铁在朝派酸题目化合物是的结构的被直接教学法解决文雅was随着为所有的non-H原子各向异性的取代参数把方法建立在fullmatrix最的小二乘法的的基础上和一H atoms.Hatoms是的全球性固定的各向同性的取代参数为被在精心设计阵地包含使用一个骑模范桌子1显示水晶数据和结构文雅参数是对X光衍射分析相应的
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