New Clay-Supported Chiral Rhodium Complexes: Interlayer Modification with Structural Tuning Guests and Asymmetric Hydrogenation

Sento, Tadashi; Shimazu, Shogo; Ichikuni, Nobuyuki; Uematsu, Takayoshi

doi:10.1246/cl.1998.1191

Cited by 10 publications

(3 citation statements)

References 8 publications

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“…Host guest asymmetric hydrogenation of (1R)-(+)-pinene was achieved (Scheme 24) using a new inorganic-layered host catalyst called multiple modified smectite (MMS), which is composed of smectite intercalated with chiral rhodium and bulky alkylammonium complexes [73]. The hydrogenation of (1R)-(+)--pinene yielded (1R)-(+)-endo and exo-pinane using MMS, lithium taeniorite (LiTN), synthetic sodium hectorite (NaHT) and the smectiteintercalated catalyst (4S,5S)-4,5-bis(diphenilphosphinomethyl)-2,2dimethyldioxolane with rhodium (Rh-DIOP + ), affording high selectivities (50-92%), as shown in Table 16.…”

Section: Asymmetric Hydrogenation By Host Guest Catalystsmentioning

confidence: 99%

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Supramolecular Host-Guest Asymmetric Induction In Organic Synthesis

Soriano¹,

Simirgiotis²,

Mirabal‐Gallardo³

et al. 2012

COS

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In past decades, the pharmacopoeia was dominated by racemates, but since the emergence of new technologies in the 1990s that allowed the preparation of pure enantiomers in significant quantities, the awareness and interest in the stereochemistry of drug actions have increased. In this short review, the implementation of several hosts, guests, building blocks and methods in host guest supramolecular chemistry was outlined with an emphasis on the synthetic aspects, catalyst libraries and molecular recognition. Solid-state host guest interactions, intra-and intermolecular host guest photoreactions in solution and in the solid state, molecular and supramolecular self-assembly and molecular recognition between host and guests, and some specific and important reactions, such as aldol and Michael reactions, were reviewed.

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Section: Asymmetric Hydrogenation By Host Guest Catalystsmentioning

confidence: 99%

“…Hydrogenation of 4-tert-Butylcyclohexanone by Rh-DIOP + and MMS[73]. Reaction conditions are identical with the case of -pinene except for PH2 = 1011 kPa.Scheme 25.Amino acid-peptide-catalyzed enantioselective Morita-Baylis-Hillman reactions[77].…”

mentioning

confidence: 99%

Supramolecular Host-Guest Asymmetric Induction In Organic Synthesis

Soriano¹,

Simirgiotis²,

Mirabal‐Gallardo³

et al. 2012

COS

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“…The same group described the immobilization of [(DIO-P)Rh(cod)] + (DIOP ) (2,2-dimethyl-1,3-dioxolane-4,5-diylbis-methylene)bis(diphenylphosphine)) by direct cationic exchange in methanol/water mixture on the same type of hectorite clay 27 and on a hectorite pre-exchanged with large dimethyldioctadecylammonium cations 28 (Figure 6).…”

Section: Immobilization On Clays and Other Noncrystalline Inorganic M...mentioning

confidence: 99%

Noncovalent Immobilization of Enantioselective Catalysts

2008

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Supported Organotransition Metal Compounds

Hanson¹

2005

Encyclopedia of Inorganic Chemistry

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Supported transition metal complexes were first prepared in the 1960s as a potential method for the immobilization of homogeneous catalysts. Although this goal is yet to be commercially realized, the chemistry of supported complexes has given insight to the preparation of heterogeneous catalysts as, for example, in the use of discrete metal complexes as precursors to heterogeneous polymerization catalysts. The purpose of this article is to review the general methods for the immobilization of transition metals with examples of each type of immobilization technique.

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New Clay-Supported Chiral Rhodium Complexes: Interlayer Modification with Structural Tuning Guests and Asymmetric Hydrogenation

Abstract: The novel host-guest catalysts, in which a chiral rhodium complex was intercalated into structural tuning guests modified smectites, were synthesized, and drastic change in catalysis was observed depending on the orientation of guest molecules.

Cited by 10 publications

References 8 publications

Supramolecular Host-Guest Asymmetric Induction In Organic Synthesis

Supramolecular Host-Guest Asymmetric Induction In Organic Synthesis

Noncovalent Immobilization of Enantioselective Catalysts

Supported Organotransition Metal Compounds

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