Ein neues, Deltaphan und bandförmige Cyclophane

Josten, Wolfgang; Neumann, Susanne; Vögtle, Fritz; Nieger, Martin; Hägele, Klaus; Przybylski, Michael; Beer, Frank; Müllen, Kläus

doi:10.1002/cber.19941271035

Cited by 34 publications

(7 citation statements)

References 29 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Investigations into the construction of larger cyclophanes − proceeded through the generation of linear oligomers of tetrasubstituted aryl moieties linked through tosylated aminomethyl groups. Through iterative synthesis, chain lengths up to the nonamer 401 were obtained and crystal structures for pentamer 21 revealed stacked, molecular ribbons (Figure ).…”

Section: Cyclophanesmentioning

confidence: 99%

“…Although detailed spectroscopic studies and folding transitions through either solvent or thermal denaturation were not demonstrated, these structures have similar conformations to previously described aedamers. In chloroform, 1 H NMR showed that the S-shaped folded conformation is the preorganized structure before cyclization to the macrocycles. , Extensions of this backbone have included the incorporation of p -phenyl rings, pyridines, and biphenyl groups, as well as the use of thioether linkages. , …”

Section: Cyclophanesmentioning

confidence: 99%

See 1 more Smart Citation

A Field Guide to Foldamers

et al. 2001

View full text Add to dashboard Cite

He attended Point Loma Nazarene University in San Diego, CA, where he worked with Professor Victor L. Heasley on the halogenation of unsaturated carbonyl compounds. After receiving his B.A. degree in Chemistry in 1997, he began his graduate career at the University of Illinois with Professor Jeffrey S. Moore. Currently he is in his fifth year investigating solvent effects on the helix−coil transition in oligo(m-phenylene ethynylene) foldamers. Matthew J. Mio (left) was born in Michigan in 1974. He attended the University of Detroit Mercy, where he worked with Professor Kevin. D. Belfield (now at the University of Central Florida) on the synthesis of nonlinear optical chromophores for use in polymeric systems. He graduated with his B.S. degree in Chemistry in 1997. Later that year, he began his graduate career at the University of Illinois at Urbana−Champaign with Professor Jeffrey S. Moore. There, Matt studied the synthesis and solution/ solid-state properties of oligo(m-phenylene ethynylene) foldamers and graduated with his Ph.D. degree in 2001. He then went to the Chemistry Department at Macalester College (St. Paul, MN) as a Mellon Postdoctoral Fellow to study the synthesis of novel CpCo−cyclobutadienyl-bridged cyclophanes with Professor Ronald G. Brisbois. Thomas S. Hughes (right) is currently a postdoctoral fellow in the research group of Professor Jeff Moore at the University of Illinois. He was born in 1970 in Philadelphia, PA, and received his B.S. degree from Temple University in 1991. In 1999 he received his Ph.D. degree from Cornell University, where he worked in the laboratories of Professor Barry Carpenter. He is currently studying the association kinetics of the binding of a helical oligomer to a rodlike guest. He is also investigating the thermodynamics of oligo(phenylene ethynylene) folding using molecular mechanics. Jeffrey S. Moore (second from right) was born in Illinois in 1962. After receiving his B.S. degree in Chemistry from the University of Illinois in 1984, he completed his Ph.D. degree in Materials Science and Engineering, also at the University of Illinois, with Samuel Stupp (1989). He then went to the California Institute of Technology as an NSF postdoctoral fellow to study with Robert Grubbs. In 1990 he joined the chemistry faculty at the University of Michigan in Ann Arbor. He returned to the University of Illinois in 1993, where he is currently a Professor of Chemistry and Materials Science and Engineering. In 1995 he became a part-time faculty member of the Beckman Institute for Advanced Science and Technology, where he now serves as co-chairman of the Molecular and Electronic Nanostructures Main Research Theme. Ryan B. Prince was born in Robbinsdale, MN, in 1972. He graduated from Southeast Missouri State University in 1995 with his B.S. degree in Chemistry, where he worked for Professor Jin K. Gong on the synthesis and characterization of transition-metal complexes that bind and activate carbon dioxide. He then went to the University of Illinois and worked with Professor Jeffrey...

show abstract

Section: Cyclophanesmentioning

confidence: 99%

Section: Cyclophanesmentioning

confidence: 99%

A Field Guide to Foldamers

et al. 2001

View full text Add to dashboard Cite

show abstract

“…216 Vo ¨gtle studied the crystal structure of complexes of a series of belt-shaped cyclophane 4 (Fig. 18), 217,218 concave macrobicycles 5 219 and broad molecular ribbons composed of biphenyl units 6. 220 They pointed out the stabilizing effect of CH/p bonds in the complexation.…”

Section: Synthetic Macrocyclic Hosts Other Than Calixarenementioning

confidence: 99%

CH/? hydrogen bonds in crystals

Nishio¹

2004

CrystEngComm

1,377

781

View full text Add to dashboard Cite

The nature and characteristics of the CH/p interaction are discussed by comparison with other weak molecular forces such as the CH/O and OH/p interaction. The CH/p interaction is a kind of hydrogen bond operating between a soft acid CH and a soft base p-system (double and triple bonds, C 6 and C 5 aromatic rings, heteroaromatics, convex surfaces of fullerenes and nanotubes). The consequences of CH/p hydrogen bonds in supramolecular chemistry are reviewed on grounds of recent crystallographic findings and database analyses. The topics include intramolecular interactions, crystal packing (organic and organometallic compounds), host/ guest complexes (cavity-type inclusion compounds of cyclodextrins and synthetic macrocyclic hosts such as calixarenes, catenanes, rotaxanes and pseudorotaxanes), lattice-inclusion type clathrates (including liquid crystals, porphyrin derivatives, cyclopentadienyl compounds and C 60 fullerenes), enantioselective clathrate formation, catalytic enantioface discriminating reactions and solid-state photoreaction. The implications of the CH/p concept for crystal engineering and drug design are evident.

show abstract

“…31). Thermal analyses confirmed that the CHCl 3 /C 6 H 6 /CHCl 3 adduct has Other examples include a ferrocene/ b-cyclodextrin complex, 161 Ag complexes with [2.2]paracyclophane, 162 2,5-bis-(diphenylmethyl)hydroquinone/benzaldehyde complex, 163 a deltaphan/ cyclophane complex, 164 acetonitrile complex with a hexaarylbenzene-based receptor, 165 2,5,7,8,9,10-hexachloro-1,3,4,6tetrakis-(4- The CSD analysis has shown the importance of CH/N, 170 OH/p and NH/p hydrogen bonds in organic chemistry. 171 Reviews focusing on weak interactions in crystal engineering are available.…”

Section: Miscellaneous Kawase Andmentioning

confidence: 99%