861533-46-2 (3,3&#x27;-dihydroxy-[1,1&#x27;-biphenyl]-4,4&#x27;-dicarboxylic acid,BPDC-(OH)2)

反应条件：

1.1 Reagents: Hydrogen bromide Solvents: Acetic acid ; 8 h, 127 °C

参考文献：

Three 3D lanthanide-organic frameworks with sra topology: syntheses, structures, luminescence and magnetic properties

Liu, Xiaolan; et al, CrystEngComm, 2014, 16(13), 2779-2787

合成路线：1 步

148490-98-6

_90%

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran , Water ; 24 h, 50 °C; 50 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; acidified

参考文献：

Novel Ni-IRMOF-74 Postsynthetically Functionalized for H2 Storage Applications

Montes-Andres, Helena; et al, Journal of Physical Chemistry C, 2018, 122(49), 28123-28132

合成路线：1 步

1382734-75-9

_82%

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran , Ethyl acetate ; 24 h, 50 °C
1.2 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran , Water ; 24 h, 50 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ; pH 2, rt

参考文献：

Large-Pore Apertures in a Series of Metal-Organic Frameworks

Deng, Hexiang; et al, Science (Washington, 2012, 336(6084), 1018-1023

合成路线：1 步

202831-18-3

_22%

反应条件：

1.1 Reagents: Pyridinium chloride ; 3 h, 210 - 220 °C; 220 °C → 100 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ; 100 °C → rt

参考文献：

Synthesis and characterization of 3,3'-dihydroxy-1,1'-biphenyl-4,4'-dicarboxylic acid

Zhou, Jun; et al, Nanjing Gongye Daxue Xuebao, 2007, 29(1), 16-18

合成路线：2 步

202831-18-3

反应条件：

1.1 Reagents: Potassium hydroxide , Hydrochloric acid Solvents: Methanol ; 65 °C
2.1 Reagents: Hydrogen bromide Solvents: Acetic acid ; 8 h, 127 °C

参考文献：

Three 3D lanthanide-organic frameworks with sra topology: syntheses, structures, luminescence and magnetic properties

Liu, Xiaolan; et al, CrystEngComm, 2014, 16(13), 2779-2787

合成路线：2 步

1073355-16-4

反应条件：

1.1 Reagents: Cesium fluoride Catalysts: Palladium chloride Solvents: 1,4-Dioxane , Water ; 90 °C
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran , Ethyl acetate
2.2 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran , Water ; 50 °C

参考文献：

Molecular Insight into Fluorocarbon Adsorption in Pore Expanded Metal-Organic Framework Analogs

Zheng, Jian ; et al, Journal of the American Chemical Society, 2020, 142(6), 3002-3012

合成路线：2 步

1073355-16-4

反应条件：

1.1 Reagents: Cesium fluoride Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane , Water ; 14 h, 90 °C
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran , Ethyl acetate ; 24 h, rt → 50 °C
2.2 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran , Water ; 50 °C

参考文献：

Pore-Engineered Metal-Organic Frameworks with Excellent Adsorption of Water and Fluorocarbon Refrigerant for Cooling Applications

Zheng, Jian ; et al, Journal of the American Chemical Society, 2017, 139(31), 10601-10604

合成路线：2 步

1073371-99-9

反应条件：

1.1 Reagents: Cesium fluoride Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane , Water ; 24 h, 110 °C
2.1 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran , Water ; 24 h, 50 °C; 50 °C → rt
2.2 Reagents: Hydrochloric acid Solvents: Water ; acidified

参考文献：

Novel Ni-IRMOF-74 Postsynthetically Functionalized for H2 Storage Applications

Montes-Andres, Helena; et al, Journal of Physical Chemistry C, 2018, 122(49), 28123-28132

合成路线：2 步

148490-97-5

反应条件：

1.1 Reagents: Copper ; 3 h, 210 - 220 °C
2.1 Reagents: Pyridinium chloride ; 3 h, 210 - 220 °C; 220 °C → 100 °C
2.2 Reagents: Hydrochloric acid Solvents: Water ; 100 °C → rt

参考文献：

Synthesis and characterization of 3,3'-dihydroxy-1,1'-biphenyl-4,4'-dicarboxylic acid

Zhou, Jun; et al, Nanjing Gongye Daxue Xuebao, 2007, 29(1), 16-18

合成路线：3 步

148490-97-5

反应条件：

1.1 Catalysts: Copper ; 210 - 220 °C
2.1 Reagents: Potassium hydroxide , Hydrochloric acid Solvents: Methanol ; 65 °C
3.1 Reagents: Hydrogen bromide Solvents: Acetic acid ; 8 h, 127 °C

参考文献：

Three 3D lanthanide-organic frameworks with sra topology: syntheses, structures, luminescence and magnetic properties

Liu, Xiaolan; et al, CrystEngComm, 2014, 16(13), 2779-2787

合成路线：3 步

100-39-0

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Acetonitrile
2.1 Reagents: Cesium fluoride Catalysts: Palladium chloride Solvents: 1,4-Dioxane , Water ; 90 °C
3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran , Ethyl acetate
3.2 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran , Water ; 50 °C

参考文献：

Molecular Insight into Fluorocarbon Adsorption in Pore Expanded Metal-Organic Framework Analogs

Zheng, Jian ; et al, Journal of the American Chemical Society, 2020, 142(6), 3002-3012

合成路线：3 步

100-39-0

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Acetonitrile ; overnight, rt → 80 °C
2.1 Reagents: Cesium fluoride Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane , Water ; 14 h, 90 °C
3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran , Ethyl acetate ; 24 h, rt → 50 °C
3.2 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran , Water ; 50 °C

参考文献：

Pore-Engineered Metal-Organic Frameworks with Excellent Adsorption of Water and Fluorocarbon Refrigerant for Cooling Applications

Zheng, Jian ; et al, Journal of the American Chemical Society, 2017, 139(31), 10601-10604

合成路线：3 步

16870-28-3

77-78-1

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Acetone ; 8 h, reflux
2.1 Reagents: Copper ; 3 h, 210 - 220 °C
3.1 Reagents: Pyridinium chloride ; 3 h, 210 - 220 °C; 220 °C → 100 °C
3.2 Reagents: Hydrochloric acid Solvents: Water ; 100 °C → rt

参考文献：

Synthesis and characterization of 3,3'-dihydroxy-1,1'-biphenyl-4,4'-dicarboxylic acid

Zhou, Jun; et al, Nanjing Gongye Daxue Xuebao, 2007, 29(1), 16-18

合成路线：4 步

16870-28-3

77-78-1

反应条件：

1.1 80 °C
2.1 Catalysts: Copper ; 210 - 220 °C
3.1 Reagents: Potassium hydroxide , Hydrochloric acid Solvents: Methanol ; 65 °C
4.1 Reagents: Hydrogen bromide Solvents: Acetic acid ; 8 h, 127 °C

参考文献：

Three 3D lanthanide-organic frameworks with sra topology: syntheses, structures, luminescence and magnetic properties

Liu, Xiaolan; et al, CrystEngComm, 2014, 16(13), 2779-2787

合成路线：3 步

73183-34-3

反应条件：

1.1 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ; 16 h, 130 °C
2.1 Reagents: Cesium fluoride Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane , Water ; 24 h, 110 °C
3.1 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran , Water ; 24 h, 50 °C; 50 °C → rt
3.2 Reagents: Hydrochloric acid Solvents: Water ; acidified

参考文献：

Novel Ni-IRMOF-74 Postsynthetically Functionalized for H2 Storage Applications

Montes-Andres, Helena; et al, Journal of Physical Chemistry C, 2018, 122(49), 28123-28132

合成路线：3 步

73183-34-3

反应条件：

1.1 Reagents: Potassium acetate Catalysts: Dichlorobis(triphenylphosphine)palladium
2.1 Reagents: Cesium fluoride Catalysts: Palladium chloride Solvents: 1,4-Dioxane , Water ; 90 °C
3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran , Ethyl acetate
3.2 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran , Water ; 50 °C

参考文献：

Molecular Insight into Fluorocarbon Adsorption in Pore Expanded Metal-Organic Framework Analogs

Zheng, Jian ; et al, Journal of the American Chemical Society, 2020, 142(6), 3002-3012

合成路线：3 步

73183-34-3

反应条件：

1.1 Reagents: Potassium acetate Catalysts: Dichlorobis(triphenylphosphine)palladium Solvents: 1,4-Dioxane ; rt; rt → 130 °C; 16 h, 130 °C; 130 °C → rt
2.1 Reagents: Cesium fluoride Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane , Water ; 14 h, 90 °C
3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran , Ethyl acetate ; 24 h, rt → 50 °C
3.2 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran , Water ; 50 °C

参考文献：

Pore-Engineered Metal-Organic Frameworks with Excellent Adsorption of Water and Fluorocarbon Refrigerant for Cooling Applications

Zheng, Jian ; et al, Journal of the American Chemical Society, 2017, 139(31), 10601-10604

合成路线：4 步

65-49-6

反应条件：

1.1 Reagents: Sodium nitrite , Sulfuric acid Solvents: Water ; rt → 0 °C; 10 min, 0 - 5 °C
1.2 Reagents: Cuprous iodide ; 1 h, < 5 °C
2.1 Reagents: Potassium carbonate Solvents: Acetone ; 8 h, reflux
3.1 Reagents: Copper ; 3 h, 210 - 220 °C
4.1 Reagents: Pyridinium chloride ; 3 h, 210 - 220 °C; 220 °C → 100 °C
4.2 Reagents: Hydrochloric acid Solvents: Water ; 100 °C → rt

参考文献：

Synthesis and characterization of 3,3'-dihydroxy-1,1'-biphenyl-4,4'-dicarboxylic acid

Zhou, Jun; et al, Nanjing Gongye Daxue Xuebao, 2007, 29(1), 16-18

合成路线：5 步

65-49-6