Main-Chain Organometallic Microporous Polymers Based on Triptycene: Synthesis and Catalytic Application in the Suzuki-Miyaura Coupling Reaction

2013 ◽  
Vol 19 (16) ◽  
pp. 5004-5008 ◽  
Author(s):  
Chun Zhang ◽  
Jing-Jing Wang ◽  
Ying Liu ◽  
Hui Ma ◽  
Xiang-Liang Yang ◽  
...  
2003 ◽  
Vol 787 ◽  
Author(s):  
John D. Bass ◽  
Sandra L. Anderson ◽  
Alexander Katz

AbstractThe effect of chemical environment surrounding a synthetic heterogeneous catalyst active site is investigated using the hydrophilic imprinting of silica. Two model reaction systems have been used for this study: (i) Knoevenagel condensation of 3-nitrobenzaldehyde and malononitrile and (ii) Suzuki coupling of bromobenzene and phenylboronic acid. Using a catalyst in which isolated imprinted amines are surrounded by an acidic silanol-rich environment led to rate accelerations of over 120-fold relative to catalysts in which the amines are surrounded by a hydrophobic environment consisting of trimethylsilyl functional groups for system (i). This result parallels our previous study on the effect of the outer sphere composition on rate acceleration of Knoevenagel reactions using isophthalaldehyde as the aldehyde reactant. We also extended our method for the hydrophilic imprinting of bulk silica to organometallic systems, by successfully synthesizing a tethered palladium complex within the imprinted pocket. This material was used as an active catalyst for (ii). Our results show that a hydrophobic framework environment results in higher initial turnover frequencies than an acidic silanol-rich framework for the Suzuki coupling reaction of bromobenzene and phenylboronic acid, albeit with a lower overall effect than observed in the Knoevenagel system (i). Altogether, these results demonstrate the control of chemical reactivity via the rational design of the outer sphere using an imprinting approach.


RSC Advances ◽  
2014 ◽  
Vol 4 (69) ◽  
pp. 36437-36443 ◽  
Author(s):  
Zhenhong Guan ◽  
Buyi Li ◽  
Guoliang Hai ◽  
Xinjia Yang ◽  
Tao Li ◽  
...  

Microporous polymers with built-in triphenylphosphine palladium exhibit highly efficient catalytic activity for cross-coupling reactions of benzyl chloride under mild conditions.


2020 ◽  
Vol 11 (16) ◽  
pp. 2786-2790 ◽  
Author(s):  
Chenchen Feng ◽  
Guangjuan Xu ◽  
Wei Xie ◽  
Shuran Zhang ◽  
Chan Yao ◽  
...  

Herein we present a rational strategy for the development of nitrogen-enriched conjugated microporous polymers (CMPs) (TBTT-CMP@1, 2 and 3) via a BH coupling reaction under mild conditions, for the super absorption of iodine. TBTT-CMP@1 exhibited iodine capture amount up to 442 wt%.


2019 ◽  
Vol 55 (96) ◽  
pp. 14414-14417 ◽  
Author(s):  
Ying Dong ◽  
Jing-Jing Jv ◽  
Xiao-Wei Wu ◽  
Jing-Lan Kan ◽  
Ting Lin ◽  
...  

A Pd–C-bond-connected organometallic framework and its catalytic activity for the Suzuki–Miyaura cross-coupling reaction were reported.


2021 ◽  
Author(s):  
Qingmin Liu ◽  
Shangbin Jin ◽  
Bien Tan

Retraction of ‘Transition-metal-free synthesis of conjugated microporous polymers via amine-catalyzed Suzuki–Miyaura coupling reaction’ by Qingmin Liu et al., Chem. Sci., 2021, DOI: 10.1039/d1sc03970a.


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