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1.
2.
Wuest JD 《Chemical communications (Cambridge, England)》2005,(47):5830-5837
Detailed structures of molecular crystals cannot yet be predicted with consistent accuracy, but the strategy of molecular tectonics offers crystal engineers a powerful tool for designing molecules that are predisposed to form crystals with particular structural features and properties. 相似文献
3.
LoSecco JM Bionta RM Biewitt G Bratton CB Casper D Chrysicopoulou P Claus R Cortez BG Errede S Foster GW Gajewski W Ganezer KS Goldhaber M Haines TJ Jones TW Kielczewska D Kropp WR Learned JG Lehmann E Park HS Reines F Schultz J Seidel S Shumard E Sinclair D Sobel HW Stone JL Sulak L Svoboda R van der Velde JC Wuest C 《Physical review letters》1985,54(21):2299-2301
4.
Molecules with multiple sites that induce strong directional association tend to form open networks with significant volumes available for the inclusion of guests. Such molecules can be conveniently synthesized by grafting diverse sticky sites onto geometrically suitable cores. The characteristic inability of 9,9'-spirobifluorene to form close-packed crystals suggests that it should serve as a particularly effective core for the elaboration of molecules designed to form highly porous networks. To test this hypothesis, various new tetrasubstituted 9,9'-spirobifluorenes with hydrogen-bonding sites at the 3,3',6,6'-positions or 2,2',7,7'-positions were synthesized by multistep routes. Four of these compounds were crystallized, and their structures were determined by X-ray crystallography. In all cases, the compounds form extensively hydrogen-bonded networks with high porosity. In particular, 43% of the volume of crystals of 3,3',6,6'-tetrahydroxy-9,9'-spirobifluorene (28) is available for the inclusion of guests, whereas the porosity is only 28% in crystals of tetrakis(4-hydroxyphenyl)methane, a close model that lacks the spirobifluorene core. Similarly, the porosities found in crystals of 2,2',7,7'-tetra(acetamido)-9,9'-spirobifluorene (33) and 2,2',7,7'-tetrasubstituted tetrakis(diaminotriazine) 39 are 33% and 60%, respectively. Moreover, the porosity of crystals of 2,2',7,7'-tetrasubstituted tetrakis(triaminotriazine) 40 is 75%, the highest value yet observed in crystals built from small molecules. These observations demonstrate that a particularly effective strategy for engineering molecules able to form highly porous networks is to graft multiple sticky sites onto spirobifluorenes or other cores intrinsically resistant to close packing. 相似文献
5.
André L. Beauchamp Stephan Latour Marc J. Olivier James D. Wuest 《Journal of organometallic chemistry》1983,254(3):283-291
The title compound, C58H52Sn3, belongs to the triclinic space group P, with a 10.165, b 13.365, c 18.670 Å, α 96.28, β 93.88, γ 103.15°, V = 2443.8 Å3, fw = 1105.1, Z = 2, Dcalc 1.501 g cm?3, m.p. 206.5–208°C, λ(Mo-K) 0.71069 Å. The structure was refined on 2684 nonzero reflections to an R factor of 0.044. The crystal contains molecules in which the (SnCH2)3CH core possesses an approximate C3 symmetry. The three SnC(H2) bonds are gauche to the C(4)-H bond. Repulsive interactions involving the bulky Ph3Sn substituents lead to large SnC(H2)C(H) angles (av. 117.3°), whereas the C(H2)C(H)C(H2) angles at the tertiary carbon average 111.3°. Little distortion of the Ph3Sn groups themselves is present, since the PhSnPh angles (av. 109.8°) are almost equal to the C(H2)SnPh angles (av. 109.9°). The molecule as a whole has no symmetry because the aromatic rings in the three Ph3Sn groups have different orientations. The phenyl groups create a pocket in the middle of the molecule which encloses and shields the tertiary hydrogen atom. The resulting inaccessibility of this hydrogen accounts in part for the low reactivity of the title compound in redox reactions. 相似文献
6.
Tetraphenylmethanes with multiple hydrogen-bonding sites are known to associate to form robust porous supramolecular networks. Analogous anionic networks can be built from the corresponding tetraphenylborates. Crystallization of the tetraphenylphosphonium salt of tetraphenylborate 2 produces an anionic network in which 74% of the volume is available for including cations and neutral guests. Other salts of anion 2 with diverse cations crystallize consistently to form the same network, whereas a neutral analogue of anion 2, tetraphenylmethane 1, produces an uncharged network that is far less open. Cations can be exchanged in single crystals of salts of tetraphenylborate 2 with retention of crystallinity and with selectivities similar to those observed in typical zeolites. Together, these observations provide new strategies for making ordered molecular materials by design, and they reveal that constructing such materials from charged subunits offers special advantages. 相似文献
7.
Jatinder Kaur Atul Bhardwaj Frank Wuest 《Chemistry (Weinheim an der Bergstrasse, Germany)》2021,27(10):3326-3337
Live-cell imaging with fluorescent probes is an essential tool in chemical biology to visualize the dynamics of biological processes in real-time. Intracellular disease biomarker imaging remains a formidable challenge due to the intrinsic limitations of conventional fluorescent probes and the complex nature of cells. This work reports the in cellulo assembly of a fluorescent probe to image cyclooxygenase-2 (COX-2). We developed celecoxib-azide derivative 14 , possessing favorable biophysical properties and excellent COX-2 selectivity profile. In cellulo strain-promoted fluorogenic click chemistry of COX-2-engaged compound 14 with non/weakly-fluorescent compounds 11 and 17 formed fluorescent probes 15 and 18 for the detection of COX-2 in living cells. Competitive binding studies, biophysical, and comprehensive computational analyses were used to describe protein-ligand interactions. The reported new chemical toolbox enables precise visualization and tracking of COX-2 in live cells with superior sensitivity in the visible range. 相似文献
8.
9.
James D. Wuest 《Tetrahedron》1980,36(16):2291-2296
Two major adducts are formed when diarylketenes react with ethoxyacetylene: cyclobutenones, produced by 2+2 cycloadditions characteristic of all ketenes, and norcaradienes, the unexpected products of 2+2+2 cycloadditions. Simpler vinylketenes in which the vinyl group is not incorporated in an aromatic ring yield only products derived from 2+2 cycloadditions. 相似文献
10.
Le Fur E Demers E Maris T Wuest JD 《Chemical communications (Cambridge, England)》2003,(24):2966-2967
Single crystals built from porous molecular networks can react with agents that penetrate the crystals, cleave fragments from the network, and thereby increase the volume available for guests, all without loss of crystallinity. 相似文献