首页> 外文期刊>Chemistry: A European journal >Exploring and expanding the structural diversity of self-assembling dendrons through combinations of AB, constitutional isomeric AB(2), and AB(3) biphenyl-4-methyl ether building blocks
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Exploring and expanding the structural diversity of self-assembling dendrons through combinations of AB, constitutional isomeric AB(2), and AB(3) biphenyl-4-methyl ether building blocks

机译:通过结合使用AB,结构异构AB(2)和AB(3)联苯-4-甲基醚结构单元来探索和扩展自组装树突的结构多样性

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General, efficient and inexpensive methods for the synthesis of dendritic building blocks methyl 3',4'dihydroxybiphenyl-4-carboxylate, 3',5'dibydroxybiphenyl-4-carboxylate, and methyl 3',4',5'-trihydroxybiphenyl-4carboxylate were elaborated. In all syntheses the major step involved an inexpensive Ni-II-catalyzed Suzuki cross-coupling reaction. These three building blocks were employed together with methyl 4'-hydroxybiphenyl-4-carboxylate in a convergent iterative strategy to synthesize seven libraries containing up to three generations of 3',4'-, 3',5'-, and 3',4',5'-substituted biphenyl-4-methyl ether based amphiphilic dendrons. These dendrons self-assemble into supramolecular dendrimers that self-organize into periodic assemblies. Structural and retrostructural analysis of their assemblies demonstrated that these dendrons self-assemble into hollow and non-hollow supramolecular dendrimers exhibiting dimensions of up to twice those reported for architecturally related dendrons based on benzyl ether repeat units. These new dendrons expand the structural diversity and demonstrate the generality of the concept of self-assembling dendrons based on amphiphilic arylmethyl ethers.
机译:合成树枝状结构单元3',4'-二羟基联苯-4-羧酸甲酯,3',5'-二羟基联苯-4-羧酸甲酯和3',4',5'-三羟基联苯-4羧酸甲酯的通用,有效且廉价的方法被详细阐述。在所有合成中,主要步骤均涉及廉价的Ni-II催化的Suzuki交叉偶联反应。这三个结构单元与4'-羟基联苯-4-甲酸甲酯一起用于迭代迭代策略,合成了七个库,这些库最多包含3代3',4'-,3',5'-和3'代,基于4',5'-取代的联苯-4-甲基醚的两亲树突。这些树突自组装成超分子树状大分子,其自组织成周期性组装。其组装体的结构和逆向结构分析表明,这些树枝状分子自组装为中空和非空心的超分子树枝状聚合物,其尺寸最多是报道的基于苄基醚重复单元的与建筑相关的树枝状聚合物的两倍。这些新的树枝状结构扩展了结构多样性,并证明了基于两亲性芳基甲基醚的自组装树枝状结构概念的普遍性。

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