Nanotube Formation Favored by Chalcogen−Chalcogen Interactions

Werz, Daniel B.; Gleiter, Rolf; Röminger, Frank

doi:10.1021/ja027146d

Cited by 225 publications

(176 citation statements)

References 18 publications

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“…The presence of coordinative Si/F-C interactions was also confirmed by 19 F and 29 Si-NMR spectroscopy. 51 The 29 Si-NMR spectrum of 1 showed broad resonances centered at À33.2 ppm in toluene-d 8 due to the silicon catenated polymer backbone.…”

Section: A Coordinative Si/f-c Interactionmentioning

confidence: 70%

“…These small changes in the chemical shifts clearly indicated a very weak coordinative interaction between Si and F atoms and are consistent with very recent reports in which noncovalent Si/F interaction was proposed in molecular system by means of NMR and X-ray crystal structure analyses. 48 The proposed through-space Si/F-C interaction was further confirmed by the difference in the nuclear overhauser effect (NOE) in 19 F NMR spectrum in toluene. A clear NOE attenuation was found in the 19 F NMR spectrum upon irradiation of 29 Si resonance at À33.2 ppm.…”

Section: A Coordinative Si/f-c Interactionmentioning

confidence: 85%

“…48 The proposed through-space Si/F-C interaction was further confirmed by the difference in the nuclear overhauser effect (NOE) in 19 F NMR spectrum in toluene. A clear NOE attenuation was found in the 19 F NMR spectrum upon irradiation of 29 Si resonance at À33.2 ppm. Also, weak coordinative interaction in 1 was evident by the presence of a doublet at À68.2 ppm (JSi-F ¼ 32.4 Hz) in the 19 F NMR spectrum in toluene-d 8 , which was not observed in THF-d 8 .…”

Section: A Coordinative Si/f-c Interactionmentioning

confidence: 85%

“…29 Si-NMR spectrum showed a downfield chemical shift of 1.8 ppm in THFd 8 compared with that in toluene-d 8 . The concomitant up-field shift of 1.7 ppm was observed in the 19 F NMR spectrum in THF-d 8 (centered at À68.2 ppm) with respect to toluene-d 8 . These small changes in the chemical shifts clearly indicated a very weak coordinative interaction between Si and F atoms and are consistent with very recent reports in which noncovalent Si/F interaction was proposed in molecular system by means of NMR and X-ray crystal structure analyses.…”

Section: A Coordinative Si/f-c Interactionmentioning

confidence: 92%

“…Although weak interactions have been detected in synthetic molecules, it is difficult to quantify them experimentally because of very weak nature vis-à-vis conventional hydrogen bonds. Recently, some weak noncovalent interactions like C-H/p, [11][12][13] C-H/F-C, 14 C-H/O, 15,16 N/O¼ ¼C, 17 X/X (Cl, Br, S, Se), [18][19][20] C-H/ N, 21 X-H/p, [22][23][24] and Se/F 25 have been explored for stabilizing specific conformations of man-made small molecules and molecular assemblies.…”

Section: Michiya Fujiki 4638mentioning

confidence: 99%

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Nonclassical forces: Seemingly insignificant but a powerful tool to control macromolecular structures

Fujiki

Saxena

2008

J. Polym. Sci. A Polym. Chem.

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Strong chemical forces such as covalent and ionic bonds are responsible for building discrete molecules, nature dwells on noncovalent forces weaker by three orders in magnitude, like the hydrophobic effect, hydrogen bonding, and van der Waals forces. Despite being weak, they possess the potential to drive spontaneous folding or unfolding of proteins and nucleic acids and the recognition between complimentary molecular surfaces. The power of these forces lies in the cooperativity with which they act, thereby generating a cumulative effect of many bonding interactions occurring together. Many ongoing research aims to translate the potential of these forces to the synthetic world to create desired structures with specific chemical functions. Achieving this offers unlimited opportunities for designing and synthesizing the most complex structures with specific applications. This highlight aims to reflect the critical role these noncovalent forces play in controlling macromolecular structures, which hold immense untapped potential for applications defying conventions, and briefly touches on the concept of homochirality in nature based on chiral and weak noncovalent interactions in synthetic nonpolar Si‐catenated polymers. It sheds some light on the discovery and characterization of Si/F‐C interactions in fluoroalkylated polysilanes in chemosensing of fluoride ions and nitroaromatics with a great sensitivity and selectivity. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 4637–4650, 2008

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Section: A Coordinative Si/f-c Interactionmentioning

confidence: 70%

Section: A Coordinative Si/f-c Interactionmentioning

confidence: 85%

Section: A Coordinative Si/f-c Interactionmentioning

confidence: 85%

Section: A Coordinative Si/f-c Interactionmentioning

confidence: 92%

Section: Michiya Fujiki 4638mentioning

confidence: 99%

See 3 more Smart Citations

Nonclassical forces: Seemingly insignificant but a powerful tool to control macromolecular structures

Fujiki

Saxena

2008

J. Polym. Sci. A Polym. Chem.

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Organic Conductors Containing Selenium and Tellurium

Vilela

Vobecka

Skabara

2014

Patai's Chemistry of Functional Groups

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In recent years, efforts have been made to introduce the heavier chalcogens into aromatic organic molecules that obey the Huckel rule (4n+2π‐electrons), with a view to promoting and exploring their effect on electronic properties such as conductivity, magnetism, HOMO/LUMO energy levels, etc. Some of the fundamental properties of selenium and tellurium differ significantly from those of oxygen and sulfur, giving rise to disparities between the structures and properties of heavier chalcogen conducting materials when compared to their oxygen and sulfur‐rich counterparts. In this chapter, we will focus on the state‐of‐the‐art of selenium‐ and/or tellurium‐rich derivatives of chalcogenophenes and tetrathiafulvalene that have been developed and studied for their application as organic conductors. Herein are presented carefully chosen examples and studies that illustrate how chalcogen chemistry and the replacement of oxygen and sulfur by the heavier selenium and tellurium chalcogens is used in the design and manipulation of electroactive materials, and ultimately how it affects suitability for molecular device applications. Finally, we will discuss the current state‐of‐the‐art of these aromatic systems and the challenges presented in the synthesis and application of these materials in the field of organic electronics.

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