英语翻译The readily available starting material 1 was prepared i
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英语翻译
The readily available starting material 1 was prepared in
our previous contributions.10 Six hexyl groups were attached
to the C-5,C-10,and C-15 positions of the truxene moiety
to increase solubility as well as to release intermolecular π-π
stacking.As shown in Scheme 1,with a controlled amount
of iodine and periodic acid hydrate,selective electrophilic
iodination at one branch of the truxene segment afforded
the monosubstituted truxene iodide 2 in good yield (83%).11
Under nitrogen atmosphere,addition of n-butyllithium at -78
C followed by addition of B(OCH3)3,hydrolysis by 50% H2SO4aqueous solution,and esterification by 1,3-propyldiol
generated ester 3 in moderate yield (43%).The standard
Suzuki coupling reaction12 between 3 and 2,7-dibromo-9,9-
spirobifluorene (4)13with Pd(PPh3)4as catalyst in toluene
provided the target molecule TM1 efficiently (86%).
TM2 was prepared by repetitive palladium-catalyzed
Sonogashira coupling reaction from 2 (Scheme 2).Acetylenic
alcohol 5 was readily obtained via the Sonogashira coupling
[Pd(PPh3)4,CuI,Et3N] of iodide 2 and 2-methylbut-3-yn-
2-ol.14It should be noted that the utilization of 2-methylbut-
3-yn-2-ol instead of trimethylsilylacetylene (TMSA) is
necessary to obtain pure intermediate,due to the increased
polarity difference between the starting material and the
product.The one-pot Sonogashira coupling between the
acetylenic alcohol 5 and aryl iodide 2 took place in a two-
phase heterogeneous system in the presence of a phase-
transfer reagent and an aqueous base.15 Under these condi-
tions,acetylene alcohol 5 transformed into the arylethyne
intermediate,which coupled with aryl iodide 2 immediately.
50大洋
The readily available starting material 1 was prepared in
our previous contributions.10 Six hexyl groups were attached
to the C-5,C-10,and C-15 positions of the truxene moiety
to increase solubility as well as to release intermolecular π-π
stacking.As shown in Scheme 1,with a controlled amount
of iodine and periodic acid hydrate,selective electrophilic
iodination at one branch of the truxene segment afforded
the monosubstituted truxene iodide 2 in good yield (83%).11
Under nitrogen atmosphere,addition of n-butyllithium at -78
C followed by addition of B(OCH3)3,hydrolysis by 50% H2SO4aqueous solution,and esterification by 1,3-propyldiol
generated ester 3 in moderate yield (43%).The standard
Suzuki coupling reaction12 between 3 and 2,7-dibromo-9,9-
spirobifluorene (4)13with Pd(PPh3)4as catalyst in toluene
provided the target molecule TM1 efficiently (86%).
TM2 was prepared by repetitive palladium-catalyzed
Sonogashira coupling reaction from 2 (Scheme 2).Acetylenic
alcohol 5 was readily obtained via the Sonogashira coupling
[Pd(PPh3)4,CuI,Et3N] of iodide 2 and 2-methylbut-3-yn-
2-ol.14It should be noted that the utilization of 2-methylbut-
3-yn-2-ol instead of trimethylsilylacetylene (TMSA) is
necessary to obtain pure intermediate,due to the increased
polarity difference between the starting material and the
product.The one-pot Sonogashira coupling between the
acetylenic alcohol 5 and aryl iodide 2 took place in a two-
phase heterogeneous system in the presence of a phase-
transfer reagent and an aqueous base.15 Under these condi-
tions,acetylene alcohol 5 transformed into the arylethyne
intermediate,which coupled with aryl iodide 2 immediately.
50大洋
可用的原材料1准备了
our早先contributions.10六己基的小组附上
to truxene份额的C-5、C-10和C-15位置
to并且发布分子间的π-π的增量可溶性
stacking.如与受控数额的计划1所显示,
of碘和高碘酸含水物,有选择性亲电子在truxene段的一个分支的iodination买得起在好出产量(83%) .11的the monosubstituted truxene碘化物2
Under氮气大气,n-butyllithium的加法在-78的
C被B跟随了(OCH3) 3,加水分解根据50% H2SO4aqueous解答和酯化的加法被1,3-propyldiol 在适度出产量(43%)的generated酯类3.标准在3和2,7-dibromo-9,9-之间的Suzuki联结reaction12
spirobifluorene (4) 13with在甲苯的Pd (PPh3) 4as催化剂
provided目标分子高效率TM1 (86%).
TM2由钯摧化的反复准备
Sonogashira从2的偶联反应(计划2).与乙炔相象
alcohol 5通过Sonogashira联结欣然获得了
[Pd (PPh3) 4,CuI,Et3N]碘化物2和2-methylbut-3-yn-的2-ol.14It 2-methylbut-的运用应该注意而不是trimethylsilylacetylene (TMSA)的3-yn-2-ol是得到纯净的中间体的necessary,由于增加的原材料之间的polarity区别和
product.在之间的一罐Sonogashira联结
acetylenic酒精5和芳香族羟基的碘化物2在一二发生了在阶段面前的phase异种系统
transfer试剂和在这些之下的含水base.15 condi-
tions,乙炔酒精5变换了成arylethyne
intermediate,立刻加上芳香族羟基的碘化物2.
our早先contributions.10六己基的小组附上
to truxene份额的C-5、C-10和C-15位置
to并且发布分子间的π-π的增量可溶性
stacking.如与受控数额的计划1所显示,
of碘和高碘酸含水物,有选择性亲电子在truxene段的一个分支的iodination买得起在好出产量(83%) .11的the monosubstituted truxene碘化物2
Under氮气大气,n-butyllithium的加法在-78的
C被B跟随了(OCH3) 3,加水分解根据50% H2SO4aqueous解答和酯化的加法被1,3-propyldiol 在适度出产量(43%)的generated酯类3.标准在3和2,7-dibromo-9,9-之间的Suzuki联结reaction12
spirobifluorene (4) 13with在甲苯的Pd (PPh3) 4as催化剂
provided目标分子高效率TM1 (86%).
TM2由钯摧化的反复准备
Sonogashira从2的偶联反应(计划2).与乙炔相象
alcohol 5通过Sonogashira联结欣然获得了
[Pd (PPh3) 4,CuI,Et3N]碘化物2和2-methylbut-3-yn-的2-ol.14It 2-methylbut-的运用应该注意而不是trimethylsilylacetylene (TMSA)的3-yn-2-ol是得到纯净的中间体的necessary,由于增加的原材料之间的polarity区别和
product.在之间的一罐Sonogashira联结
acetylenic酒精5和芳香族羟基的碘化物2在一二发生了在阶段面前的phase异种系统
transfer试剂和在这些之下的含水base.15 condi-
tions,乙炔酒精5变换了成arylethyne
intermediate,立刻加上芳香族羟基的碘化物2.
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