Symmetry-itemized enumeration of quadruplets of RS-stereoisomers: I—the fixed-point matrix method of the USCI approach combined with the stereoisogram approach

Fujita, Shinsaku

doi:10.1007/s10910-013-0276-y

Cited by 19 publications

(8 citation statements)

References 27 publications

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“…These promolecules ( 15,(21)(22)(23) have compositions A 2 BX or ABXY composed of achiral proligands A, B, X, and/or Y in accord with the ligand-reflection group C^I, which corresponds to the diagonal equality symbol of the respective type-I stereoisogram. Note that the RS-stereoisomeric group C^I for 15 and 21-23 is equal to the ligand-reflection group C^I, which is found to be C^I ¼ fI;Îg (cf.…”

Section: Asymmetric (P) Promolecules In Type-i Stereoisogramsmentioning

confidence: 99%

Asymmetry revisited by Fujita’s stereoisogram approach. Part 2: Allene derivatives for testifying asymmetry under point-group symmetry and under RS-permutation-group symmetry

Fujita¹

2016

Tetrahedron: Asymmetry

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Section: Asymmetric (P) Promolecules In Type-i Stereoisogramsmentioning

confidence: 99%

Asymmetry revisited by Fujita’s stereoisogram approach. Part 2: Allene derivatives for testifying asymmetry under point-group symmetry and under RS-permutation-group symmetry

Fujita¹

2016

Tetrahedron: Asymmetry

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“…32 First, a tetrahedral skeleton belongs to the point group T d , which is represented by the following coset decomposition:…”

Section: Rs-stereoisomeric Groupsmentioning

confidence: 99%

“…Tetrahedral promolecules have been enumerated under RSstereoisomeric groups 32,39 and examined comprehensively on the basis of Fujita's stereoisogram approach. [22][23][24] Figure 9 of Ref.…”

Section: Asymmetry (P) (Or Hypo-chirality) For Tetrahedral Promoleculesmentioning

confidence: 99%

Asymmetry revisited by Fujita’s stereoisogram approach. Part 1: Asymmetry under point-group symmetry and under RS-permutation-group symmetry

Fujita¹

2016

Tetrahedron: Asymmetry

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“…In order to reorganize the theoretical foundations of stereochemistry, I have developed the stereoisogram approach [8][9][10], where I have proven the existence of stereoisograms of five types (type I to type V) in general [11]. The stereoisogram approach has been applied to the tetrahedral skeleton 1 [12][13][14] and to the allene skeleton 2 [15,16], where type-I, type-III, and type-V stereoisograms have been clarified to serve as RS-stereogenic cases to be specified by R/S-or R a /S a -stereodescriptors. On the other hand, the stereoisogram approach has been applied to the double-bond skeleton 3 [17] and to the square-planar skeleton 4 [18], where the concept of mstereogenicity (or equivalently the concept of m-diastereomeric relationships) has been proposed to interpret E/Z-descriptors or polyhedral symbols with configuration indices (the prefix m means meta of Greek origin).…”

Section: What Provides Difference Between 'Chiral Units' (Specificatimentioning

confidence: 99%

Stereoisograms for three-membered heterocycles: II. Chirality, RS-stereogenicity, and ortho-stereogenicity on the basis of the proligand-promolecule model

Fujita¹

2014

J Math Chem

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The stereoisogram approach is applied to promolecules derived from an oxirane skeleton. First, the four substitution positions of the oxirane skeleton are examined under the action of the RS-stereoisomeric group C 2v σ I , where point groups for chirality (or enantiomeric relationships), RS-permutation groups for RS-stereogenicity (or RS-diastereomeric relationships), and ligand-reflection groups for sclerality (or holantimeric relationships) are integrated in a consistent way. A notation system for giving R a /S a -descriptors is proposed to specify the absolute configurations of oxirane derivatives on the basis of RS-stereogenicity (or RS-diastereomeric relationships) inherent in type-I, -III, or -V stereoisograms. The concept of chirality faithfulness is revised to give a rational judgement on whether R a /S a -descriptors are labelled in uppercase or lowercase letters. Pseudoasymmetry and extended pseudoasymmetry are discussed on the basis of type-V stereoisograms. Second, the stereoisomeric group C 2v σ I , which is a supergroup of the RS-stereoisomeric group C 2v σ I , is used to characterize the cis/transor Z/E-isomerism, where multiple stereoisograms are introduced as graphic representations of stereoisomeric groups. The notation system of specifying Z/E-descriptors is modified to be applicable to oxirane derivatives by adopting ortho-stereogenicity (or ortho-diastereomeric relationships). Finally, the isoskeletal group C 2v σ I , which is a supergroup of the stereoisomeric group C 2v σ I , is used to characterize total features of isomerism based on an oxirane skeleton. Multiple stereoisogram sets are introduced as graphic representations of such isoskeletal groups, where flowcharts for determining types of multiple stereoisogram sets are proposed.

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Symmetry-itemized enumeration of quadruplets of RS-stereoisomers: I—the fixed-point matrix method of the USCI approach combined with the stereoisogram approach

Cited by 19 publications

References 27 publications

Asymmetry revisited by Fujita’s stereoisogram approach. Part 2: Allene derivatives for testifying asymmetry under point-group symmetry and under RS-permutation-group symmetry

Asymmetry revisited by Fujita’s stereoisogram approach. Part 2: Allene derivatives for testifying asymmetry under point-group symmetry and under RS-permutation-group symmetry

Asymmetry revisited by Fujita’s stereoisogram approach. Part 1: Asymmetry under point-group symmetry and under RS-permutation-group symmetry

Stereoisograms for three-membered heterocycles: II. Chirality, RS-stereogenicity, and ortho-stereogenicity on the basis of the proligand-promolecule model

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