Next Article in Journal
Sphingosine 1-Phosphate Signaling and Metabolism in Chemoprevention and Chemoresistance in Colon Cancer
Next Article in Special Issue
Synthesis and Conformational Analysis of Naphthoxazine-Fused Phenanthrene Derivatives
Previous Article in Journal
Thermotropic Liquid-Crystalline and Light-Emitting Properties of Bis(4-aalkoxyphenyl) Viologen Bis(triflimide) Salts
Previous Article in Special Issue
Silacyclohexanes, Sila(hetero)cyclohexanes and Related Compounds: Structure and Conformational Analysis
Open AccessReview

Stereochemistry of Simple Molecules inside Nanotubes and Fullerenes: Unusual Behavior of Usual Systems

1
Ufa State Aviation Technical University, K. Marksa, 12, Ufa 450008, Russia
2
Ufa State Petroleum Technological University, Kosmonavtov, 1, Ufa 450062, Russia
Academic Editor: Bagrat Shainyan
Molecules 2020, 25(10), 2437; https://doi.org/10.3390/molecules25102437
Received: 7 May 2020 / Revised: 19 May 2020 / Accepted: 21 May 2020 / Published: 23 May 2020
(This article belongs to the Special Issue Structure and Conformational Analysis of Heterocyclic Compounds)
Over the past three decades, carbon nanotubes and fullerenes have become remarkable objects for starting the implementation of new models and technologies in different branches of science. To a great extent, this is defined by the unique electronic and spatial properties of nanocavities due to the ramified π-electron systems. This provides an opportunity for the formation of endohedral complexes containing non-covalently bonded atoms or molecules inside fullerenes and nanotubes. The guest species are exposed to the force field of the nanocavity, which can be described as a combination of electronic and steric requirements. Its action significantly changes conformational properties of even relatively simple molecules, including ethane and its analogs, as well as compounds with C−O, C−S, B−B, B−O, B−N, N−N, Al−Al, Si−Si and Ge−Ge bonds. Besides that, the cavity of the host molecule dramatically alters the stereochemical characteristics of cyclic and heterocyclic systems, affects the energy of pyramidal nitrogen inversion in amines, changes the relative stability of cis and trans isomers and, in the case of chiral nanotubes, strongly influences the properties of R- and S-enantiomers. The present review aims at primary compilation of such unusual stereochemical effects and initial evaluation of the nature of the force field inside nanotubes and fullerenes. View Full-Text
Keywords: nanotube; fullerene; endocomplex; computer simulation; barrier of internal rotation; enantiomer; cis and trans isomers; conformational equilibrium; nitrogen pyramidal inversion nanotube; fullerene; endocomplex; computer simulation; barrier of internal rotation; enantiomer; cis and trans isomers; conformational equilibrium; nitrogen pyramidal inversion
Show Figures

Figure 1

MDPI and ACS Style

Kuznetsov, V. Stereochemistry of Simple Molecules inside Nanotubes and Fullerenes: Unusual Behavior of Usual Systems. Molecules 2020, 25, 2437.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Search more from Scilit
 
Search
Back to TopTop