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Crystalline assemblies of a functionalized terphenyl ligand.

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Title: Crystalline assemblies of a functionalized terphenyl ligand.
Authors: Abrahams, Brendan F.1 (AUTHOR) bfa@unimelb.edu.au, Commons, Christopher J.1 (AUTHOR) christopher.commons@unimelb.edu.au, Hudson, Timothy A.1 (AUTHOR), Sanchez Arlt, Robin1 (AUTHOR)
Source: Acta Crystallographica Section C: Structural Chemistry. Nov2025, Vol. 81 Issue 11, p628-638. 11p.
Subject Terms: *COORDINATION polymers, *BRIDGING ligands, *MOLECULAR self-assembly, *HYDROGEN bonding, *CRYSTAL structure, *METAL-organic frameworks, *SPATIAL arrangement
Abstract: With the aim of producing an extended bridging ligand for the assembly of coordination polymers, a terphenyl ligand incorporating carboxyl and phenol functionalities, namely, 4′′‐hydroxy‐1,1′:4′,1′′‐terphenyl‐4‐carboxylic acid (H2htpa, C19H14O3, 1), was prepared. Within the structure, complementary hydrogen bonding between carboxylic acid groups leads to dimer formation with additional hydrogen bonding between phenolic groups, resulting in the formation of a 2D network. Following the addition of Na2CO3, mono‐ and dianionic forms of the ligand are generated within a compound of composition Na3(Hhtpa)(htpa)·hydrate or {[Na3(C19H13O3)(H2O)9](C19H12O3)}n (2). The addition of tetraethylammonium hydroxide (NEt4OH) solution to the acid leads to the formation of (Et4N)Hhtpa·2(dioxane) or C8H20N+·C19H13O3−·2C4H8O2 (3) and (Et4N)5(Hhtpa)2(H0.5htpa)2·hydrate or 5C8H20N+·[H(C19H12O3)2]3−·2C19H13O3−·17.522H2O (4), with hydrogen‐bonded chains a feature of both. Compound 4 contains both the Hhtpa− anion, and pairs of htpa2− dianions linked by a single proton between phenolate O atoms to generate a trianionic unit, [H(htpa)2]3−. A ladder‐shaped anionic coordination polymer of composition (NEt4)4[Zn4(htpa)3Cl6] or {(C8H20N)4[Zn4(C19H12O3)3Cl6]}n (5) was obtained when ZnII was combined with htpa2− in the presence of NEt4+ and chloride. Finally, an anionic coordination polymer with the formulation (Et4N)[Zn(htpa)(OAc)]·1.5(dioxane) or {(C8H20N)[Zn(C3H3O2)(C19H12O3)]·1.5C4H8O2}}n (6) was generated with both OAc− (acetate) and htpa2− serving as bridging ligands between ZnII centres in a 2D network. [ABSTRACT FROM AUTHOR]
Database: Academic Search Index
Description
Abstract:With the aim of producing an extended bridging ligand for the assembly of coordination polymers, a terphenyl ligand incorporating carboxyl and phenol functionalities, namely, 4′′‐hydroxy‐1,1′:4′,1′′‐terphenyl‐4‐carboxylic acid (H2htpa, C19H14O3, 1), was prepared. Within the structure, complementary hydrogen bonding between carboxylic acid groups leads to dimer formation with additional hydrogen bonding between phenolic groups, resulting in the formation of a 2D network. Following the addition of Na2CO3, mono‐ and dianionic forms of the ligand are generated within a compound of composition Na3(Hhtpa)(htpa)·hydrate or {[Na3(C19H13O3)(H2O)9](C19H12O3)}n (2). The addition of tetraethylammonium hydroxide (NEt4OH) solution to the acid leads to the formation of (Et4N)Hhtpa·2(dioxane) or C8H20N+·C19H13O3−·2C4H8O2 (3) and (Et4N)5(Hhtpa)2(H0.5htpa)2·hydrate or 5C8H20N+·[H(C19H12O3)2]3−·2C19H13O3−·17.522H2O (4), with hydrogen‐bonded chains a feature of both. Compound 4 contains both the Hhtpa− anion, and pairs of htpa2− dianions linked by a single proton between phenolate O atoms to generate a trianionic unit, [H(htpa)2]3−. A ladder‐shaped anionic coordination polymer of composition (NEt4)4[Zn4(htpa)3Cl6] or {(C8H20N)4[Zn4(C19H12O3)3Cl6]}n (5) was obtained when ZnII was combined with htpa2− in the presence of NEt4+ and chloride. Finally, an anionic coordination polymer with the formulation (Et4N)[Zn(htpa)(OAc)]·1.5(dioxane) or {(C8H20N)[Zn(C3H3O2)(C19H12O3)]·1.5C4H8O2}}n (6) was generated with both OAc− (acetate) and htpa2− serving as bridging ligands between ZnII centres in a 2D network. [ABSTRACT FROM AUTHOR]
ISSN:20532296
DOI:10.1107/S2053229625008459