Takemoto's catalyst

Crosby, O.

doi:10.1002/9783527809080.cataz16216

Cited by 2 publications

(3 citation statements)

References 4 publications

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“…We synthesized three-site organocatalysts 1−6 in >90% yields via two efficient and easy-to-handle steps of amine-thioisocyanate Michael addition and hydroboration (Figures 1 and S1−S13, Supporting Information). These catalysts integrate Takemoto's catalyst 51 . The amine and thiourea groups in catalysts 1−3 are designed at the ortho, meta, and para positions of the benzene ring, respectively.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…We synthesized three-site organocatalysts 1 – 6 in >90% yields via two efficient and easy-to-handle steps of amine-thioisocyanate Michael addition and hydroboration (Figures and S1–S13, Supporting Information). These catalysts integrate Takemoto’s catalyst and a boron group in one molecule. The boron moiety is derived from the common borohydride reagent of 9-borabicyclo[3.3.1]nonane (9-BBN).…”

Section: Results and Discussionmentioning

confidence: 99%

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Toward Stereo- and Sequence-Defined Block Copolymers via a Three-Site Organocatalyst

et al. 2023

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The development of sustainable polymers as candidates to replace petroleum-based plastics is a priority, but still a grand challenge. Here, we report a series of stereo- and sequence-defined copolymers with isotactic polylactide and alternating/regioregular polythiocarbonate blocks from one-pot, metal-free, and switchable copolymerization of rac-lactide, COS, and epoxides. The highly active organocatalysts incorporating boron and chiral thiourea and tertiary amine groups are developed based on the site-monomer specific recognition mechanism; in short, the boron site selectively activates epoxides through B–O bonds and the thiourea site selectively activates lactide through hydrogen bonds. Such block copolymers manifest impressive toughness and ductility owing to their isotactic polylactide fragments and high molecular weights, such as P10 with a molecular weight of 92.3 kDa, an ultimate tensile strength of 59 ± 3 MPa, and an elongation at break of 222 ± 25%. Our strategy provides distinctive insights into designing robust organocatalysts and promising sustainable polymers.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Section: Results and Discussionmentioning

confidence: 99%

Toward Stereo- and Sequence-Defined Block Copolymers via a Three-Site Organocatalyst

et al. 2023

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show abstract

“…1 and S1-S9, Supplementary Information). These catalysts integrate Takemoto's catalyst 51 and a boron group in one molecular. The boron moiety is derived from the common borohydride reagent of 9-borabicyclo[3.3.1]nonane (9-BBN).…”

Section: Resultsmentioning

confidence: 99%

Toward high-performance stereo- and sequence-defined block copolymers via site-monomer specific recognition of chiral three-site organocatalyst

Geng

Liu

Zhang

et al. 2022

Preprint

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The development of high-performance sustainable polymers as candidates to replace petroleum-based plastics is a priority, but still a grand challenge. Here, we report a series of stereo- and sequence-defined copolymers with isotactic polylactide and alternating/regioregular polythiocarbonate blocks from one-pot, metal-free, and switchable copolymerization of rac-lactide, COS, and epoxides. The highly active organocatalyst incorporating boron and chiral thiourea and tertiary amine groups is developed based on the site-monomer specific recognition mechanism, in short, the boron site selectively activates epoxides through B-O bonds and the thiourea site selectively activates lactide through hydrogen bonds. Such block copolymers manifest impressive toughness and ductility owing to their isotactic polylactide fragments and high molecular weights, such as P8 with an ultimate tensile strength of 54 ± 3 MPa and an elongation at break of 270 ± 10%. Our strategy provides distinctive insights into designing robust organocatalysts and promising sustainable polymers.

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Takemoto's catalyst

Cited by 2 publications

References 4 publications

Toward Stereo- and Sequence-Defined Block Copolymers via a Three-Site Organocatalyst

Toward Stereo- and Sequence-Defined Block Copolymers via a Three-Site Organocatalyst

Toward high-performance stereo- and sequence-defined block copolymers via site-monomer specific recognition of chiral three-site organocatalyst

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