Optical activity in small molecules, nonenantiomorphous crystals, and nematic liquid crystals

O'Loane, J. Kenneth

doi:10.1021/cr60323a003

Cited by 90 publications

(86 citation statements)

References 28 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…9). The pseudo-meso-derivatives 11 and 12 may be added to the class of chiral molecules with accidental optical inactivity [31]. This is, of course, only correct when optical activity is used synonymously with EOA.…”

Section: 2mentioning

confidence: 99%

Conformation and Circular Dichroism ofβ,β-Carotene Derivatives with Nitrogen-, Sulfur-, and Selenium-Containing Substituents

Sliwka

1999

HCA

View full text Add to dashboard Cite

Section: 2mentioning

confidence: 99%

Conformation and Circular Dichroism ofβ,β-Carotene Derivatives with Nitrogen-, Sulfur-, and Selenium-Containing Substituents

Sliwka

1999

HCA

View full text Add to dashboard Cite

“…Since stereoisomers sometimes exhibit different chemical properties, enumeration of stereoisomers is an important subproblem of enumeration of molecules. Although various types of stereoisomers can be considered [8,14,17], we focus here on stereoisomers caused only by asymmetry around carbon atoms because these are considered to be fundamental and practically important. For enumeration of such isomers, several methods have been proposed [1,5,22], which mostly follow the work by Nourse [16].…”

Section: Introductionmentioning

confidence: 99%

Efficient Enumeration of Stereoisomers of Outerplanar Chemical Graphs Using Dynamic Programming

Imada

Ota

Nagamochi

et al. 2011

J. Chem. Inf. Model.

View full text Add to dashboard Cite

Exhaustive and nonredundant generating stereoisomers of a chemical compound with a specified constitution is one of the important tools for molecular structure elucidation and molecular design. In this paper we deal with chemical compounds composed of carbon, hydrogen, oxygen and nitrogen atoms whose graphical structures are outerplanar, and consider stereoisomers caused only by asymmetry around carbon atoms. It is known that many chemical compounds have outerplanar graph structures. Based on dynamic programming, we propose an algorithm of generating all stereoisomers without duplication. We treat a given outerplanar graph as a graph rooted at its structural center. Our algorithm first computes recursively the numbers of stereoisomers of the subgraph induced by the descendants of each vertex, and then constructs each stereoisomer by backtracking the process of computing the numbers of stereoisomers. Our algorithm correctly counts the number of stereoisomers in O(n) time and correctly enumerates all the stereoisomers in O(n 3 ) time per stereoisomer on average, where n is the number of atoms in a given structure.

show abstract

“…6 Commonly referred to as molecular optical activity, the study of its root causes has a long history. [7][8][9] In 1848, Pasteur identified the absence of mirror planes of symmetry of the molecule as a necessary condition. 10 He called it "dissymétrie moléculaire" and by it Pasteur meant a) Electronic mail: ivan.fernandez-corbaton@mq.edu.au non-superimposability of the molecule and its mirror image, in other words, chirality.…”

mentioning

confidence: 99%

“…For general χ pp , matrix (8) violates the helicity preserving conditions (7). Therefore, in general, a solution of small spheres does not preserve helicity.…”

mentioning

confidence: 99%

“…The current understanding of the phenomena of molecular optical activity, when the molecules are in a disordered solution, is that chirality of the individual molecule is the only necessary and sufficient condition. 8,11 Helicity preservation (duality symmetry) is not given a role. This apparent conflict is completely resolved: As we have discussed, the large number of randomly oriented particles endows the mixture with an effective rotational symmetry, which is shown to lead to the conservation of helicity in the forward scattering direction independently of any property of the individual particle.…”

mentioning

confidence: 99%

See 1 more Smart Citation

Necessary symmetry conditions for the rotation of light

Fernandez‐Corbaton

Vidal

Tischler

et al. 2013

The Journal of Chemical Physics

View full text Add to dashboard Cite

Two conditions on symmetries are identified as necessary for a linear scattering system to be able to rotate the linear polarisation of light: Lack of at least one mirror plane of symmetry and electromagnetic duality symmetry. Duality symmetry is equivalent to the conservation of the helicity of light in the same way that rotational symmetry is equivalent to the conservation of angular momentum. When the system is a solution of a single species of particles, the lack of at least one mirror plane of symmetry leads to the familiar requirement of chirality of the individual particle. With respect to helicity preservation, according to the analytical and numerical evidence presented in this paper, the solution preserves helicity if and only if the individual particle itself preserves helicity. However, only in the particular case of forward scattering the helicity preservation condition on the particle is relaxed:We show that the random orientation of the molecules endows the solution with an effective rotational symmetry; at its turn, this leads to helicity preservation in the forward scattering direction independently of any property of the particle. This is not the case for a general scattering direction. These results advance the current understanding of the phenomena of molecular optical activity and provide insight for the design of polarisation control devices at the nanoscale.

show abstract

Optical activity in small molecules, nonenantiomorphous crystals, and nematic liquid crystals

Cited by 90 publications

References 28 publications

Conformation and Circular Dichroism ofβ,β-Carotene Derivatives with Nitrogen-, Sulfur-, and Selenium-Containing Substituents

Conformation and Circular Dichroism ofβ,β-Carotene Derivatives with Nitrogen-, Sulfur-, and Selenium-Containing Substituents

Efficient Enumeration of Stereoisomers of Outerplanar Chemical Graphs Using Dynamic Programming

Necessary symmetry conditions for the rotation of light

Contact Info

Product

Resources

About