2014
DOI: 10.1039/c3cc46784h
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Carbon dioxide entrapment in an organic molecular host

Abstract: 4-Phenoxyphenol crystallises to yield discrete ~60 Å(3) cavities that are capable of enclathrating small solvent molecules; the cavities are capped by constricted 6-membered hydrogen-bonded rings and these potential apertures do not appear to facilitate gated porosity when the material is subjected to static CO2 pressure.

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Cited by 17 publications
(14 citation statements)
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“…However, it is impossible to simply sketch the structure of Dianin's compounds and determine how it would crystallize, without any prior structural knowledge, although one could infer, for example, that the hydroxy groups are likely to hydrogen bond. While the cyclic (OH) 6 hydrogen-bonded motif in the structure of Dianin's compound has been used to discover several structural analogues, [269][270][271][272][273] these cyclic (OH) 6 hydrogen-bonded motifs are rarely directional enough Figure 9. Synthesis of postsynthetically modified cage compounds reported by Mastalerz et al [258] Two different methods were used, with Method B developed to postsynthetically modify an endo-functionalized cage, using sixfold Williamson ether formation.…”
Section: Tuning Crystal Porosity By Controlling Molecular Packingmentioning
confidence: 99%
See 1 more Smart Citation
“…However, it is impossible to simply sketch the structure of Dianin's compounds and determine how it would crystallize, without any prior structural knowledge, although one could infer, for example, that the hydroxy groups are likely to hydrogen bond. While the cyclic (OH) 6 hydrogen-bonded motif in the structure of Dianin's compound has been used to discover several structural analogues, [269][270][271][272][273] these cyclic (OH) 6 hydrogen-bonded motifs are rarely directional enough Figure 9. Synthesis of postsynthetically modified cage compounds reported by Mastalerz et al [258] Two different methods were used, with Method B developed to postsynthetically modify an endo-functionalized cage, using sixfold Williamson ether formation.…”
Section: Tuning Crystal Porosity By Controlling Molecular Packingmentioning
confidence: 99%
“…However, it is impossible to simply sketch the structure of Dianin's compounds and determine how it would crystallize, without any prior structural knowledge, although one could infer, for example, that the hydroxy groups are likely to hydrogen bond. While the cyclic (OH) 6 hydrogen‐bonded motif in the structure of Dianin's compound has been used to discover several structural analogues,269–273 these cyclic (OH) 6 hydrogen‐bonded motifs are rarely directional enough to dominate crystallization outcomes. Instead, several alternative design approaches have been developed for preserving the inefficient packing of molecules in porous solids.…”
Section: Tuning the Properties Of Porous Molecular Materialsmentioning
confidence: 99%
“…[15][16][17] The former intrinsic pores of LMW organic compounds have been reported in calix [4]arene, [18][19][20][21][22][23] [4+6]cycloimine cages, [24][25][26][27][28][29] cucurbit [6]uril, [30][31] etc., [32][33][34][35][36][37][38][39] whose intrinsic nanopores can be utilized as adsorption-desorption environments for gaseous CO2, N2, H2, and CH4. In contrast, the extrinsic pores of LMW organic compounds of tris(o-phenylenedioxy)cyclotriphosphazene, [40][41] 3,3',4,4'-4 tetra(trimethylsilylethynyl)biphenyl, 42 triptycenetrisbenzimidazolone, 43 and others, [44][45][46][47][48][49][50][51] can be reversibly formed by removing the crystallization solvents. Recent Brunauer-Emmett-Teller (BET) specific surface areas of LMW organic compounds exceeded 3000 m 2 g -1 for a triptycenetrisbenzimidazolone derivative, 43 where the chemical designs of weak intermolecular hydrogen-bonding and van der Waals interactions play essential roles in achieving structurally flexible packing structures.…”
Section: Introductionmentioning
confidence: 99%
“…Although LMW organic compounds usually form the closest packing structures in solids with the absence of pores, two kinds of approaches to obtain the intrinsic and extrinsic pores within the crystalline materials have been used to design a reversible adsorption–desorption crystalline environment. The former intrinsic pores of LMW organic compounds have been reported in calix[4]­arene, [4 + 6]­cycloimine cages, cucurbit[6]­uril, , and so on, whose intrinsic nanopores can be utilized as adsorption–desorption environments for gaseous CO 2 , N 2 , H 2 , and CH 4 . In contrast, the extrinsic pores of LMW organic compounds of tris­( o -phenylenedioxy)­cyclo­triphosphazene, , 3,3′,4,4′-tetra­(trimethyl­silylethynyl)­biphenyl, triptycene­tris­(benzimidazolone), and others can be reversibly formed by removing the crystallization solvents. Recent Brunauer–Emmett–Teller (BET) specific surface areas of LMW organic compounds exceeded 3000 m 2 g –1 for a triptycene­tris­(benzimidazolone) derivative, where the chemical designs of weak intermolecular hydrogen-bonding and van der Waals interactions play essential roles in achieving structurally flexible packing structures.…”
Section: Introductionmentioning
confidence: 99%
“…Crossing the solution/capsule barrier, unexpected phenomena can be observed within a "compartmentalized" chemical space, opening the door for new emergent areas of chemistry and physics under conned conditions. [1][2][3][4][5][6] Compartmentalization is also a basic feature of biological processes, as most of the physiological processes occur in cells and depend on selective exchanges of metabolites between the cell and its exterior. 7 One of the intriguing phenomena observed to date, concerns the compression of n-alkanes inside self-assembled H-bonded capsules in water.…”
Section: Introductionmentioning
confidence: 99%