Polymer-protected reagents. Polystyrene-aluminum chloride

Neckers, D. C.; Kooistra, Dale A.; Green, G. W.

doi:10.1021/ja00781a080

Cited by 98 publications

(23 citation statements)

References 2 publications

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“…The IR spectrum of PS/ GaCl 3 showed new absorption peaks due to the CeC stretching vibration and the CeH bending vibration of the benzene ring at 1500e1560 and 400e800 cm À1 , by which complex formation was demonstrated. The structure of the PSeGaCl 3 complex is similar to that of the PSeAlCl 3 complex as suggested by Neckers and coworkers [39], because the Lewis acid GaCl 3 is complexed with the benzene rings of the polystyrene and the GaCl 3 is stabilized due to the decreased mobility of the benzene rings hindered by the long polystyrene chain. The PSeGaCl 3 complex is a non-hygroscopic, water tolerant, and especially stable species.…”

Section: Resultssupporting

confidence: 72%

Polystyrene-supported GaCl3 as a highly efficient and recyclable heterogeneous Lewis acid catalyst for one-pot synthesis of N-substituted pyrroles

Rahmatpour

2012

Journal of Organometallic Chemistry

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Section: Resultssupporting

confidence: 72%

Polystyrene-supported GaCl3 as a highly efficient and recyclable heterogeneous Lewis acid catalyst for one-pot synthesis of N-substituted pyrroles

Rahmatpour

2012

Journal of Organometallic Chemistry

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“…The IR spectrum of PS/GaCl 3 showed new absorption peaks due to the C C stretching vibration and the C H Heteroatom Chemistry DOI 10.1002/hc bending vibration of the benzene ring at 1500-1560 and 400-800 cm −1 , by which complex formation was demonstrated. The structure of the PS-GaCl 3 complex is similar to that of the PS AlCl 3 complex as suggested by Neckers and co-workers [49], because the Lewis acid GaCl 3 is complexed with the benzene rings of the polystyrene and the GaCl 3 is stabilized due to the decreased mobility of the benzene rings hindered by the long polystyrene chain. The PS GaCl 3 complex is a nonhygroscopic, watertolerant, and especially stable species.…”

Section: Preparation Of Ps/gacl 3 Complexsupporting

confidence: 74%

Polystyrene‐Gallium Trichloride Complex: A Mild, Highly Efficient, and Recyclable Polymeric Lewis Acid Catalyst for Chemoselective Silylation of Alcohols and Phenols with Hexamethyldisilazane

Rahmatpour¹,

Vakili

Azizian³

2013

Heteroatom Chemistry

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Polystyrene‐supported gallium trichloride (PS/GaCl3) as a highly active and reusable heterogeneous Lewis acid effectively activates hexamethyldisilazane (HMDS) for the efficient silylation of alcohols and phenols at room temperature. In this heterogeneous catalytic system, primary, secondary, and tertiary alcohols as well as phenols were converted to their corresponding trimethylsilyl ethers with short reaction times and high yields under mild reaction conditions. The heterogenized catalyst is of high reusability and stability in the silylation reactions and was recovered several times with negligible loss in its activity or a negligible catalyst leaching, and also there is no need for regeneration. It is noteworthy that this method can be used for chemoselective silylation of different alcohols and phenols with high yields.

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“…An insoluble cross-linked poly(St) produced through copolymerization of St and DVB is one of the representative polymer/organic supports for various chemical reactions. [38][39][40][41][42][43] In a similar manner, GaCl 3 was supported on the star-shaped polymer through the reaction of GaCl 3 and the polymer in dichloromethane. The supported catalyst induced the Figure S4A Table 1 and Supplementary Figure S4B.…”

Section: Cationic Polymerization Of St and Its Derivativesmentioning

confidence: 91%

Cationic polymerization of p-methylstyrene using various metal chlorides: design rationale of initiating systems for controlled polymerization of styrenes

Saitoh

Kanazawa

Kanaoka

et al. 2016

Polym J

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Cationic polymerization of p-methylstyrene (pMeSt) was examined using various metal chlorides as Lewis acid catalysts in dichloromethane. All of the catalysts used produced poly(pMeSt)s in the presence of 2,6-di-tert-butylpyridine (DTBP). However, the polymerization behavior differed depending on the type of metal chloride. The polymerization reactions conducted using SnCl 4 and ZnCl 2 proceeded in a controlled manner and yielded well-defined polymers, whereas metal trichlorides (for example, AlCl 3 , FeCl 3 and GaCl 3 ) induced uncontrolled polymerization. In addition, the combination of SnCl 4 and DTBP allowed the controlled polymerization of styrene (St) and p-chlorostyrene (pClSt). Moreover, this initiating system was efficient for the synthesis of star-shaped poly(pMeSt)s via the arm-first method through the addition of an alkylstyrene-type divinyl compound used as a cross-linking agent.

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Polymer-protected reagents. Polystyrene-aluminum chloride

Cited by 98 publications

References 2 publications

Polystyrene-supported GaCl3 as a highly efficient and recyclable heterogeneous Lewis acid catalyst for one-pot synthesis of N-substituted pyrroles

Polystyrene-supported GaCl3 as a highly efficient and recyclable heterogeneous Lewis acid catalyst for one-pot synthesis of N-substituted pyrroles

Polystyrene‐Gallium Trichloride Complex: A Mild, Highly Efficient, and Recyclable Polymeric Lewis Acid Catalyst for Chemoselective Silylation of Alcohols and Phenols with Hexamethyldisilazane

Cationic polymerization of p-methylstyrene using various metal chlorides: design rationale of initiating systems for controlled polymerization of styrenes

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