2015
DOI: 10.1039/c5cc01750e
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Helical mesoporous silica as an inorganic heterogeneous chiral trigger for asymmetric autocatalysis with amplification of enantiomeric excess

Abstract: Mesoporous silica has been used as a heterogeneous support for catalysts; however, asymmetric induction by the helicity of inorganic mesoporous silica itself has not yet been achieved. P- and M-helical mesoporous silica was found to act as a chiral inorganic trigger for asymmetric autocatalysis to afford (S) and (R)-pyrimidyl alkanol with >99.5% ee, respectively.

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Cited by 56 publications
(33 citation statements)
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“…During the past decade, considerable attention has been paid to inorganic materials with chiral framework of nanoscale and microscale structure, not only because of their excellent physical and chemical properties and numerous potential applications in nonlinear optics, chiral sensing, enantioselective catalysis, and separation, but also owing to their intriguing variety of architectures and topologies . Among these studies, chiral semiconductor materials are extraordinarily important because of their various energy gaps, which enhance their absorption ranging from ultraviolet to near infrared region.…”
Section: Introductionmentioning
confidence: 99%
“…During the past decade, considerable attention has been paid to inorganic materials with chiral framework of nanoscale and microscale structure, not only because of their excellent physical and chemical properties and numerous potential applications in nonlinear optics, chiral sensing, enantioselective catalysis, and separation, but also owing to their intriguing variety of architectures and topologies . Among these studies, chiral semiconductor materials are extraordinarily important because of their various energy gaps, which enhance their absorption ranging from ultraviolet to near infrared region.…”
Section: Introductionmentioning
confidence: 99%
“…4). The difference in the VCD spectra of fibers and surfactant is resulting from chiral organization at supramolecular level in fiber structures [9].…”
Section: Organic Fiber Formationmentioning
confidence: 99%
“…Their large surface area and pore volume have found numerous applications in separation and adsorption techniques, they can play a role as a support for catalysis, costly biomolecules and drug delivery systems, moreover they found application in sensor industry, optoelectronics and recently in metamaterials study and fabrications [1][2][3][4][5][6][7][8][9][10][11][12]. Particularly silica as an inert and cost-effective material was in the focus of interest.…”
Section: Introductionmentioning
confidence: 99%
“…Cryptochiral isotactic polystyrene also works as a chiral trigger [133]. Artificially designed helical [134] silica and mesoporous helical silica [135] are also chiral triggers.…”
Section: Various Chiral Compounds As Triggers Of Asymmetric Autocatalmentioning
confidence: 99%