Functionalised Polymers in Organic Chemistry; Part 2

Shuttleworth, Stephen J.; Allin, Steven M.; Wilson, Richard D.; Nasturica, Daniel

doi:10.1055/s-2000-6310

Cited by 159 publications

(53 citation statements)

References 105 publications

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“…PdAS-V 3 assembled from (NH 4 ) 2 PdCl 4 and poly[(N-isopropylacrylamide) 5 -co-diphenylphosphinostyrene] provides recycling system of itself for Mizorogi-Heck reaction. TiSS 4 made from Ti(O-i-Pr) 4 and poly(styryl-linked binaphtholate-co-styrene) promotes an enantioselective carbonyl-ene reaction as a recyclable catalyst. I believe that this concept for the preparation of highly active and reusable catalysts apply not only for other catalytic systems but also for other supramolecular chemistry, so that I would like to expand this new world for 21st century chemistry.…”

Section: Resultsmentioning

confidence: 99%

“…Experimental procedure for the synthesis of TiSS was as follows: To a solution of 38 (0.120 mmol as a BINOL unit) in CH 2 Cl 2 (2.0 ml) was added a solution of Ti(O-i-Pr) 4 (0.120 mmol) in toluene (1.2 ml) and H 2 O (0.120 mmol) in CH 2 Cl 2 (12 ml). The solution was stirred at room temperature for 3 h to give reddish precipitates.…”

Section: Development Of a Novel Solid-phase Asymmetric Titanium Catalmentioning

confidence: 99%

“…With the chiral copolymers in hand, catalysts 41, 4 (TiSS), and 42 were prepared by a self-assembly of 37-39, Ti(O-iPr) 4 , and H 2 O based on Nakai's conditions for 36 138) (Chart 12). Experimental procedure for the synthesis of TiSS was as follows: To a solution of 38 (0.120 mmol as a BINOL unit) in CH 2 Cl 2 (2.0 ml) was added a solution of Ti(O-i-Pr) 4 (0.120 mmol) in toluene (1.2 ml) and H 2 O (0.120 mmol) in CH 2 Cl 2 (12 ml).…”

Section: Development Of a Novel Solid-phase Asymmetric Titanium Catalmentioning

confidence: 99%

“…[1][2][3][4][5][6][7][8][9] The simple recovery of catalysts by filtration and their reuses resulted in enhancing the economical evaluation of the reaction. At the same time, there is a prospect that the environmental pollution caused by residual metals in the waste fluid will be decreased.…”

Section: Introductionmentioning

confidence: 99%

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Self-Assembled Complexes of Non-cross-linked Amphiphilic Polymeric Ligands with Inorganic Species: Highly Active and Reusable Solid-Phase Polymeric Catalysts

Yamada

2005

CHEMICAL & PHARMACEUTICAL BULLETIN

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IntroductionDevelopment of immobilized and insoluble metal catalysts is of great interest in recent organic chemistry. [1][2][3][4][5][6][7][8][9] The simple recovery of catalysts by filtration and their reuses resulted in enhancing the economical evaluation of the reaction. At the same time, there is a prospect that the environmental pollution caused by residual metals in the waste fluid will be decreased. Although a great deal of effort has been made to carry out such ideal reactions using immobilized metal catalysts, what seems to be lacking is the efficiency of the catalytic systems. It is obvious that the heterogeneous catalytic systems exhibit generally lower activity than the homogeneous ones. Besides, it is expected that the activity of the catalysts decreases gradually in the recycled systems because the metal species leaches away from their supports. Taking these into consideration, we decided to concentrate on developing insoluble metal catalysts which are highly active and stable. We designed that they were still effective in the use of ppm mol eq, and in the recycled use of many times in any reaction media. To achieve the challenging theme, we have focused on the amphiphilic insoluble catalysts based on a novel concept (Chart 1).Over the past few decades, a considerable numbers of study have been made on solid-phase catalysts which were immobilized with cross-linked polystyrene resins, silica gels or metals. These catalytic systems, however, generally resulted in lower catalytic activity compared with their soluble counterparts, and were often obliged to use hazardous chlorohydrocarbon solvents. [10][11][12][13][14][15] Besides, reuse of these catalysts was often difficult owing to the gradual decline of the catalytic activity. These problems made them less practical.In traditional triphase catalysts, as I have mentioned before, a catalytic species was anchored to a linker that was immobilized to a polymer resin or silica gel (Chart 1, above). In July 2005Chem. Pharm. Bull. 53(7) 723-739 (2005)

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Section: Resultsmentioning

confidence: 99%

Section: Development Of a Novel Solid-phase Asymmetric Titanium Catalmentioning

confidence: 99%

Section: Development Of a Novel Solid-phase Asymmetric Titanium Catalmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Self-Assembled Complexes of Non-cross-linked Amphiphilic Polymeric Ligands with Inorganic Species: Highly Active and Reusable Solid-Phase Polymeric Catalysts

Yamada

2005

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…[ 1,2] However, both stirring during the reactions and filtration to remove reagents after the reactions have been required in almost all previous studies. These workups will be troublesome in the case of large-scale reactions.…”

mentioning

confidence: 99%

Preparation of New Functionalized Graft Polymers and Their Application as Supports in Organic Synthesis

Komatsu

Kaneko

Fujiwara

et al. 2003

Journal of Ion Exchange

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New functionalized graft polymers (fCMS-Br3, fCMS-BH4) were synthesized from an anion-exchange fiber, which was prepared using radiation-induced graft polymerization. The abilities of these polymers as polymer-supported reagents are discussed. After bromination of p-cresol and reduction of benzaldehyde with these polymers in a column-mode, the relationship between flow rate and product yield was examined, and compared with the results of the polymer-supported reagents prepared from a porous resin. In both cases, the present graft polymers provided the desired compounds more efficiently even at a high flow rate.1Introduction A large number of polymer-supported reagents have been reported, and some of them are widely used in organic synthesis. [ 1,2] However, both stirring during the reactions and filtration to remove reagents after the reactions have been required in almost all previous studies. These workups will be troublesome in the case of large-scale reactions. Due to these drawbacks, few examples of the utilization of polymer-supported reagents have been reported in the chemical industry. In order to solve this problem, a column-mode reaction is preferred. However, in previous studies, the effect of flow rate on the yield and availability of the functional group have not yet been studied.Radiation-induced graft polymerization is a versatile technique for introducing various functionalities onto base polymers in a wide range of shapes. [3,4] By adopting this technique, we have tried to attach reactive functional groups onto a polyethylene fiber. As shown in Fig. 1, after graft polymerization of chloromethylstyrene (CMS), the anion-exchange group was introduced onto the graft side chain, and changed to the tribromide form (fCMS-Br3) as a brominating agent and the borohydride form (fCMS-BH4) as a reducing agent.

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Merrifield-diphenylphosphane Palladium Complexes

Chinchílla

Nájera

2008

Encyclopedia of Reagents for Organic Synthesis

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Functionalised Polymers in Organic Chemistry; Part 2

Abstract: The applications of functionalised polymers in organic synthesis are outlined. Literature from July 1997 to July 1999 is discussed.

Cited by 159 publications

References 105 publications

Self-Assembled Complexes of Non-cross-linked Amphiphilic Polymeric Ligands with Inorganic Species: Highly Active and Reusable Solid-Phase Polymeric Catalysts

Self-Assembled Complexes of Non-cross-linked Amphiphilic Polymeric Ligands with Inorganic Species: Highly Active and Reusable Solid-Phase Polymeric Catalysts

Preparation of New Functionalized Graft Polymers and Their Application as Supports in Organic Synthesis

Merrifield-diphenylphosphane Palladium Complexes

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