Porphyrin sponges: structural systematics of the host lattice

Byrn, Marianne P.; Curtis, Carol J.; Goldberg, Israel; Hsiou, Y.; Khan, Saeed I.; Sawin, Philip A.; Tendick, S. Kathleen; Strouse, Charles E.

doi:10.1021/ja00017a028

Cited by 177 publications

(116 citation statements)

References 0 publications

Supporting

Mentioning

108

Contrasting

Order By: Relevance

“…6 To have true porosity, a solid must survive the removal of its solvates (or guests or inclusions or coordinating ligands). This is simply not the case for most molecular solids of porphyrins (including the misleadingly named "porphyrin sponges" [17][18][19] ). Solids of the picket-fence porphyrins, however, remain one of the few exceptions.…”

Section: Molecular Solidsmentioning

confidence: 99%

See 1 more Smart Citation

Microporous Porphyrin Solids

et al. 2005

View full text Add to dashboard Cite

Metalloporphyrins are exceedingly useful building blocks for the design and synthesis of molecularly based solids. The use of hydrogen bonding or metal ion coordination provides a wide range of framework solids. Using various polyfunctionalized porphyrins, we have created porous solids that are thermally robust and that retain their internal porosity upon loss of solvates. Their pore dimensions are comparable to zeolites, and they show shape and size selectivity in sorption of guest molecules and in epoxidation of alkenes.

show abstract

Section: Molecular Solidsmentioning

confidence: 99%

“…The van der Waals interactions that hold picket-fence porphyrins or other "porphyrin sponge" solids [17][18][19] together are weak. The stability of such structures, particularly after removal of solvates, is highly problematic.…”

Section: Hydrogen-bonded Network Solidsmentioning

confidence: 99%

Microporous Porphyrin Solids

et al. 2005

View full text Add to dashboard Cite

show abstract

“…The shape propagation possibilities of tetraphenylporphyrins (7,8) were successfully fused with supramolecular assembly principles by Robson and co-workers in the early 1990s to create novel, highly porous frameworks containing many solvent molecules. The potential of these fragile structures to act like zeolites in separations and catalysis has stimulated intense activity in the synthesis of more robust systems (9)(10)(11)(12)(13)(14)(15)(16)(17), using labile coordinate bonds or H-bonding as the supramolecular recognition elements (18)(19)(20)(21)(22).…”

mentioning

confidence: 99%

Extending supramolecular fullerene-porphyrin chemistry to pillared metal-organic frameworks

Sun

Tham

Reed

et al. 2002

Proc. Natl. Acad. Sci. U.S.A.

138

121

View full text Add to dashboard Cite

Porphyrins and fullerenes are spontaneously attracted to each other. This supramolecular recognition element can be exploited to produce ordered arrays of interleaved porphyrins and fullerenes. C 60⅐H2TpyP⅐Pb(NO3)2⅐1.5TCE (H2TpyP ‫؍‬ tetra-4-pyridylporphyrin; TCE ‫؍‬ 1,1,2,2-tetrachloroethane) crystallizes in the tetragonal P4͞n space group and the structure has been solved to high resolution. The Pb 2؉ ions connect the pyridylporphyrins in infinite sheets with an interlayer spacing of 12.1 Å. The fullerenes are intercalated between these layers, acting as pillars. The 6:6 ring juncture bonds of C 60 are centered over the porphyrins, bringing the layers into strict tetragonal register. This arranagement identifies the fullerene-porphyrin interaction as a structure-defining element. The same motif is seen in a related ribbon structure having C 70 intercalated into HgI 2-linked H2TpyTP. The supramolecular design principles involved in assembling these chromophores may have applications in materials science.

show abstract

“…Isomorphism among related porphyrin complexes is not unusual and is often observed for the more rigid members of the porphyrin family. Exchange of the central metal as well as variation of the co-crystallizing solvates often results in conservation of the overall packing pattern and related compounds often form an isomorphous and/or isostructural series [2][3][4]. The unit cell parameters of compounds I, Π and ΠΙ are very similar.…”

Section: Discussionmentioning

confidence: 99%