Stereological simulations of asymmetric polymerization in channels of bile acid inclusion compounds: A detailed analysis of the monomer arrangements in the channels

Inoue, Koichiro; Katō, K.; Tohnai, Norimitsu; Miyata, Mikiji

doi:10.1002/pola.20376

Cited by 4 publications

(2 citation statements)

References 22 publications

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“…[1][2][3][4] In supramolecular and biomimetic chemistry these compounds can be used as an architectural component of supramolecular hosts suitable for molecular recognition by size, shape, polarity, chirality and chemical environment. 1,3,[5][6][7][8] The attractiveness of this class of compounds lies in their facial amphiphilicity which leads to their assembly in the form of bilayers with hydrophilic and hydrophobic surfaces. The molecules of CA are connected by hydrogen bonds on their hydrophilic faces.…”

Section: Introductionmentioning

confidence: 99%

Cholic acid as host for long linear molecules: a series of co-crystals with n-alkylammonia

Tomašić

Štefanić

2007

CrystEngComm

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Section: Introductionmentioning

confidence: 99%

Cholic acid as host for long linear molecules: a series of co-crystals with n-alkylammonia

Tomašić

Štefanić

2007

CrystEngComm

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“…The packing of the two [16]. A detailed simulation of the way in which the local interior environment of the channel of DCA induces direct asymmetric induction in the polymerization pathway of 2-methyl-trans-1,3-pentadiene was reported [17].…”

Section: ''Through-space'' Asymmetric Polymerization In Inclusion Commentioning

confidence: 99%

“Absolute” Asymmetric Polymerization within Crystalline Architectures: Relevance to the Origin of Homochirality

Weissbuch

Lahav

2012

Materials Science and Technology

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The emergence of the homochiral proteins and nucleic acids, composed from residues of L-amino acids and D-sugars respectively, from the achiral prebiotic world still provides an unsolved conundrum in the field of the origin of life. This mist results from the fundamental symmetry rules as defined, at the end of the nineteenth century, by the Curie principle [1], which states that, '' . . . a physical event cannot have a symmetry lower than that of the event that caused it.''There are two classes of asymmetric transformation, which are in keeping with this symmetry rule. In the first class, chiral reactants are converted, via chemical reactions, into chiral products; in the second class, ''mirror-symmetry'' can be broken spontaneously in either a single or a small number of chemical reactions. In a large number of related independent events, however, the system will preserve its initial nonchiral symmetry. Such class of stochastic asymmetric transformations might have been relevant to chiro-biogenesis, provided the scenario can be accepted that life started in a small number of locations, and that the handedness generated by chance has been amplified and propagated during a competition with heterochiral architectures, such that one of the homochiral architectures has tripped and the other has won the rivalry [2][3][4][5].In this chapter, the second class of stochastic asymmetric synthesis of polymers -referred to as ''absolute'' asymmetric synthesis -and which has been materialized in laboratory experiments, is described. Several successful systems of ''mirror-symmetry breaking'' have been shown to comprise the following steps: spontaneous self-assembly of molecules into crystalline-like supramolecular architectures that create a local homochiral molecular environment exerting asymmetric induction in the ensuing propagation of the polymerization reaction. Farina [6] coined the term ''through-space'' asymmetric transformations in order to distinguish them from the common ''through-bond'' reactions.Here, attention is confined especially to the asymmetric transformations of achiral monomers within crystalline or quasi-crystalline architectures. In particular, the early studies of asymmetric polymerizations performed within enantiomorphous

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Inclusion Compounds Containing Polymers

Zhong

Gao

Guo

et al. 2016

Kirk-Othmer Encyclopedia of Chemical Technology

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Inclusion compounds formed between host and guest molecules via noncovalent interaction exhibit novel properties and functions compared to the constituting species. The focus in this encyclopedia article is on the inclusion compounds containing polymers, as either hosts or guests. Among the hosts, the small molecular hosts can be divided into two categories: the small molecular hosts with intramolecular cavity, such as cyclodextrins (CDs) and cucurbiturils (CBs); the others with intermolecular cavity, such as urea, thiourea, choleic acids, deoxycholic acids, perhydrotriphenylene, tris(o‐phenylenedioxy)cyclotriphosphazene, some small molecular drugs, etc. Depending on the size of the cavity and the intermolecular interactions, chains of polyolefins, polyethers, polyesters, conjugated polymers, and ionic polymers can be accommodated in the cavities to form inclusion compounds. Besides the small molecular host, there are also many inclusion compounds with polymer chains as hosts, among them amylose, poly( l ‐lactic acid), stereoregular polystyrene, linear d,l ‐peptides, oligophenylacetylenes, and poly(ethylene oxide) are reviewed. Finally, applications of inclusion compounds containing polymers in the fields of separation, stereocontrolled polymerization, sensors, drug and gene delivery, nucleating agents, gels, self healing materials, molecular rotor, and molecular wires, are introduced.

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Stereological simulations of asymmetric polymerization in channels of bile acid inclusion compounds: A detailed analysis of the monomer arrangements in the channels

Cited by 4 publications

References 22 publications

Cholic acid as host for long linear molecules: a series of co-crystals with n-alkylammonia

Cholic acid as host for long linear molecules: a series of co-crystals with n-alkylammonia

“Absolute” Asymmetric Polymerization within Crystalline Architectures: Relevance to the Origin of Homochirality

Inclusion Compounds Containing Polymers

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