A convenient and efficient method for the highly regioselecfive synthesis of indene derivatives 4 and 5 from tetraaryl substituted 1,3-butadienes 3 was described. The method involves an intramolecular Friedel-Crafts c...A convenient and efficient method for the highly regioselecfive synthesis of indene derivatives 4 and 5 from tetraaryl substituted 1,3-butadienes 3 was described. The method involves an intramolecular Friedel-Crafts cyclization and a corresponding double-bond positional shift of isomers 4 and 5 in the presence of different Lewis acids under mild conditions with higher than 90% yields.展开更多
The syntheses of three novel substituted indanones namely 2,7 dimethylindan 1 one, 2 methyl 4,7 diethylindan 1 one and 2,4 dimethyl 7 methoxyindan 1 one are described. These indanones were prepared by different routes...The syntheses of three novel substituted indanones namely 2,7 dimethylindan 1 one, 2 methyl 4,7 diethylindan 1 one and 2,4 dimethyl 7 methoxyindan 1 one are described. These indanones were prepared by different routes involving intramolecular ring closure of aryl substituted compounds by Friedel Crafts reaction. The t butyl was used as the positional protective group in the selective preparation of 2,7 dimethylindan 1 one. The corresponding indenes were prepared by reduction and dehydration reactions from these indanones.展开更多
The crystal structure of the title compound (C18H16, Mr = 232.31) has been determined by single-crystal X-ray diffraction. The crystal is of monoclinic, space group P21/n with a = 6.3449(9), b = 6.6297(9), c = 15.727(...The crystal structure of the title compound (C18H16, Mr = 232.31) has been determined by single-crystal X-ray diffraction. The crystal is of monoclinic, space group P21/n with a = 6.3449(9), b = 6.6297(9), c = 15.727(2) ? ?= 94.338(3), ?= 0.71073 ? ?= 0.066 mm-1, V = 659.66(16) 3, Z = 2, Dc = 1.170 g/cm3 and F(000) = 248. The structure was refined to R = 0.0560 and wR = 0.1426 for 771 observed reflections with I > 2(I). X-ray diffraction analysis reveals that the title compound is a dimer of indene.展开更多
A base-catalyzed ring-opening of 1-benzylisochromans 1 firstly produced 2-alkenylstilbenes 2, which then underwent a mild acid-catalyzed intramolecular cyclization to furnish 1,2-disubstituted indenes 3 in high yields...A base-catalyzed ring-opening of 1-benzylisochromans 1 firstly produced 2-alkenylstilbenes 2, which then underwent a mild acid-catalyzed intramolecular cyclization to furnish 1,2-disubstituted indenes 3 in high yields. Subsequently, a base-catalyzed isomerization of the 1,2-disubstituted indenes 3 afforded the more stable 2,3-disubstituted indenes 4 in almost quantitative yields.展开更多
Two novel isomeric photochromic diarylethenes with an indene bridging unit have been prepared by a simple and efficient one-step synthesis method. Their properties, including photochromic behavior, fluorescent propert...Two novel isomeric photochromic diarylethenes with an indene bridging unit have been prepared by a simple and efficient one-step synthesis method. Their properties, including photochromic behavior, fluorescent properties and fatigue resistance, have been investigated. These two isomeric compounds showed photochromic back-and-forth reactions with ultraviolet and visible light both in solution and in PMMA film. Their ring-open forms exhibited appreciable fluorescence, which was quenched by the ring-closed forms. All results indicated that diarylethenes derivatives with indene-aryl bridges exhibited rather high fatigue resistance and good thermally irreversible photochromic properties.展开更多
以茚(Indene)和双环戊二烯(DCPD)为原料,通过Diels-Alder双烯加成反应制备非晶型环烯烃共聚物(COC)光学材料单体1,4-亚甲基-1,4,4a,9a-四氢芴(Ind-CPD)。考察了茚(Indene)和双环戊二烯(DCPD)物质的量比、反应温度、压力和时间对加成反...以茚(Indene)和双环戊二烯(DCPD)为原料,通过Diels-Alder双烯加成反应制备非晶型环烯烃共聚物(COC)光学材料单体1,4-亚甲基-1,4,4a,9a-四氢芴(Ind-CPD)。考察了茚(Indene)和双环戊二烯(DCPD)物质的量比、反应温度、压力和时间对加成反应的影响,确定较佳的工艺条件:茚与双环戊二烯的物质的量比为2.2∶1,反应时间3h,反应温度180℃,反应压力0.2MPa。在此条件下,Ind-CPD产品收率为80.5%(以原料茚计),纯度为99.5%[面积归一化法(GC)],三环戊二烯(TCPD)和寡聚物的生成得到有效控制。产物结构经过1 H NMR和MS表征。展开更多
基金Project supported by the National Natural Science Foundation of China （No, 203900506） and the Shanghai Municipal Committee of Science and Technology （Nos, 05JC14057, 054319901）,
文摘A convenient and efficient method for the highly regioselecfive synthesis of indene derivatives 4 and 5 from tetraaryl substituted 1,3-butadienes 3 was described. The method involves an intramolecular Friedel-Crafts cyclization and a corresponding double-bond positional shift of isomers 4 and 5 in the presence of different Lewis acids under mild conditions with higher than 90% yields.
文摘The syntheses of three novel substituted indanones namely 2,7 dimethylindan 1 one, 2 methyl 4,7 diethylindan 1 one and 2,4 dimethyl 7 methoxyindan 1 one are described. These indanones were prepared by different routes involving intramolecular ring closure of aryl substituted compounds by Friedel Crafts reaction. The t butyl was used as the positional protective group in the selective preparation of 2,7 dimethylindan 1 one. The corresponding indenes were prepared by reduction and dehydration reactions from these indanones.
文摘The crystal structure of the title compound (C18H16, Mr = 232.31) has been determined by single-crystal X-ray diffraction. The crystal is of monoclinic, space group P21/n with a = 6.3449(9), b = 6.6297(9), c = 15.727(2) ? ?= 94.338(3), ?= 0.71073 ? ?= 0.066 mm-1, V = 659.66(16) 3, Z = 2, Dc = 1.170 g/cm3 and F(000) = 248. The structure was refined to R = 0.0560 and wR = 0.1426 for 771 observed reflections with I > 2(I). X-ray diffraction analysis reveals that the title compound is a dimer of indene.
基金We are grateful to the National Natural Science Foundation of China （No. 20972048） for the financial support of this work
文摘A base-catalyzed ring-opening of 1-benzylisochromans 1 firstly produced 2-alkenylstilbenes 2, which then underwent a mild acid-catalyzed intramolecular cyclization to furnish 1,2-disubstituted indenes 3 in high yields. Subsequently, a base-catalyzed isomerization of the 1,2-disubstituted indenes 3 afforded the more stable 2,3-disubstituted indenes 4 in almost quantitative yields.
文摘Two novel isomeric photochromic diarylethenes with an indene bridging unit have been prepared by a simple and efficient one-step synthesis method. Their properties, including photochromic behavior, fluorescent properties and fatigue resistance, have been investigated. These two isomeric compounds showed photochromic back-and-forth reactions with ultraviolet and visible light both in solution and in PMMA film. Their ring-open forms exhibited appreciable fluorescence, which was quenched by the ring-closed forms. All results indicated that diarylethenes derivatives with indene-aryl bridges exhibited rather high fatigue resistance and good thermally irreversible photochromic properties.
文摘以茚(Indene)和双环戊二烯(DCPD)为原料,通过Diels-Alder双烯加成反应制备非晶型环烯烃共聚物(COC)光学材料单体1,4-亚甲基-1,4,4a,9a-四氢芴(Ind-CPD)。考察了茚(Indene)和双环戊二烯(DCPD)物质的量比、反应温度、压力和时间对加成反应的影响,确定较佳的工艺条件:茚与双环戊二烯的物质的量比为2.2∶1,反应时间3h,反应温度180℃,反应压力0.2MPa。在此条件下,Ind-CPD产品收率为80.5%(以原料茚计),纯度为99.5%[面积归一化法(GC)],三环戊二烯(TCPD)和寡聚物的生成得到有效控制。产物结构经过1 H NMR和MS表征。
