Literature DB >> 23901881

Polymer-supported siloxane transfer agents for Pd-catalyzed cross-coupling reactions.

Minh H Nguyen1, Amos B Smith.   

Abstract

The design, synthesis, and validation of a ring-opening metathesis polymerization (ROMP) polymer supporting siloxane transfer agents have been achieved that permit efficient palladium-catalyzed cross-coupling reactions. The solubility properties of the polymer facilitate not only product purification but also polymer recycling without significant loss of cross-coupling activity.

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Year:  2013        PMID: 23901881      PMCID: PMC3771667          DOI: 10.1021/ol402047d

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  15 in total

Review 1.  Design and implementation of new, silicon-based, cross-coupling reactions: importance of silicon-oxygen bonds.

Authors:  Scott E Denmark; Ramzi F Sweis
Journal:  Acc Chem Res       Date:  2002-10       Impact factor: 22.384

2.  Cross-coupling reactions through the intramolecular activation of alkyl(triorgano)silanes.

Authors:  Yoshiaki Nakao; Masahide Takeda; Takuya Matsumoto; Tamejiro Hiyama
Journal:  Angew Chem Int Ed Engl       Date:  2010-06-14       Impact factor: 15.336

3.  Silicon-based cross-coupling reaction: an environmentally benign version.

Authors:  Yoshiaki Nakao; Tamejiro Hiyama
Journal:  Chem Soc Rev       Date:  2011-07-14       Impact factor: 54.564

4.  Palladium-catalyzed cross-coupling: a historical contextual perspective to the 2010 Nobel Prize.

Authors:  Carin C C Johansson Seechurn; Matthew O Kitching; Thomas J Colacot; Victor Snieckus
Journal:  Angew Chem Int Ed Engl       Date:  2012-05-09       Impact factor: 15.336

5.  Nickel-catalysed cross-coupling reaction of aryl(trialkyl)silanes with aryl chlorides and tosylates.

Authors:  Shi Tang; Masahide Takeda; Yoshiaki Nakao; Tamejiro Hiyama
Journal:  Chem Commun (Camb)       Date:  2010-08-23       Impact factor: 6.222

6.  Alkenyl- and aryl[2-(hydroxymethyl)phenyl]dimethylsilanes: an entry to tetraorganosilicon reagents for the silicon-based cross-coupling reaction.

Authors:  Yoshiaki Nakao; Hidekazu Imanaka; Akhila K Sahoo; Akira Yada; Tamejiro Hiyama
Journal:  J Am Chem Soc       Date:  2005-05-18       Impact factor: 15.419

7.  Direct catalytic cross-coupling of organolithium compounds.

Authors:  Massimo Giannerini; Martín Fañanás-Mastral; Ben L Feringa
Journal:  Nat Chem       Date:  2013-06-09       Impact factor: 24.427

8.  Unification of anion relay chemistry with the Takeda and Hiyama cross-coupling reactions: identification of an effective silicon-based transfer agent.

Authors:  Amos B Smith; Adam T Hoye; Dionicio Martinez-Solorio; Won-Suk Kim; Rongbiao Tong
Journal:  J Am Chem Soc       Date:  2012-02-29       Impact factor: 15.419

9.  Cross-coupling reactions of alkenylsilanolates. Investigation of the mechanism and identification of key intermediates through kinetic analysis.

Authors:  Scott E Denmark; Ramzi F Sweis
Journal:  J Am Chem Soc       Date:  2004-04-21       Impact factor: 15.419

Review 10.  Polymer synthesis and organotransition metal chemistry.

Authors:  R H Grubbs; W Tumas
Journal:  Science       Date:  1989-02-17       Impact factor: 47.728

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  9 in total

1.  Silica-Supported Oligomeric Benzyl Phosphate (Si-OBP) and Triazole Phosphate (Si-OTP) Alkylating Reagents.

Authors:  Pradip K Maity; Saqib Faisal; Alan Rolfe; Diana Stoianova; Paul R Hanson
Journal:  J Org Chem       Date:  2015-10-02       Impact factor: 4.354

2.  Copper-catalyzed electrophilic amination of organolithiums mediated by recoverable siloxane transfer agents.

Authors:  Minh H Nguyen; Amos B Smith
Journal:  Org Lett       Date:  2013-09-03       Impact factor: 6.005

3.  Design, Synthesis, and Application of Polymer-Supported Silicon-Transfer Agents for Cross-Coupling Reactions with Organolithium Reagents.

Authors:  Minh H Nguyen; Kevin T O'Brien; Amos B Smith
Journal:  J Org Chem       Date:  2017-10-02       Impact factor: 4.354

4.  Development and Application of a Recyclable High-Load Magnetic Co/C Hybrid ROMP-Derived Benzenesulfonyl Chloride Reagent and Utility of Corresponding Analogues.

Authors:  Saqib Faisal; Qin Zang; Pradip K Maity; Agnes Brandhofer; Patrick C Kearney; Oliver Reiser; Robert N Grass; Diana Stoianova; Paul R Hanson
Journal:  Org Lett       Date:  2017-04-24       Impact factor: 6.005

Review 5.  Total synthesis of architecturally complex indole terpenoids: strategic and tactical evolution.

Authors:  Yike Zou; Amos B Smith
Journal:  J Antibiot (Tokyo)       Date:  2017-08-30       Impact factor: 2.649

6.  Synthetic Access to the Mandelalide Family of Macrolides: Development of an Anion Relay Chemistry Strategy.

Authors:  Minh H Nguyen; Masashi Imanishi; Taichi Kurogi; Xuemei Wan; Jane E Ishmael; Kerry L McPhail; Amos B Smith
Journal:  J Org Chem       Date:  2018-02-26       Impact factor: 4.354

7.  The role of CuI in the siloxane-mediated Pd-catalyzed cross-coupling reactions of aryl iodides with aryl lithium reagents.

Authors:  Yu Chen; Xiao Zhang; Fang Liu; Gucheng He; Ju Zhang; K N Houk; Amos B Smith; Yong Liang
Journal:  Chin Chem Lett       Date:  2021-01       Impact factor: 6.779

8.  Recyclable polystyrene-supported siloxane-transfer agent for palladium-catalyzed cross-coupling reactions.

Authors:  Minh H Nguyen; Amos B Smith
Journal:  Org Lett       Date:  2014-03-24       Impact factor: 6.005

9.  Preparation and Reactivation of Heterogeneous Palladium Catalysts and Applications in Sonogashira, Suzuki, and Heck Reactions in Aqueous Media.

Authors:  Sheng-Yan Zhang; Kai Yu; Yu-Shuang Guo; Rui-Qi Mou; Xiao-Fan Lu; Dian-Shun Guo
Journal:  ChemistryOpen       Date:  2018-10-12       Impact factor: 2.911

  9 in total

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