scholarly journals Iron Pincer Complexes as Catalysts and Intermediates in Alkyl–Aryl Kumada Coupling Reactions

2014 ◽  
Vol 34 (1) ◽  
pp. 289-298 ◽  
Author(s):  
Gerald Bauer ◽  
Matthew D. Wodrich ◽  
Rosario Scopelliti ◽  
Xile Hu
Keyword(s):  
Pincer Complexes ◽  
Coupling Reactions ◽  
Alkyl Aryl

scholarly journals Iron Pincer Complexes as Catalysts in Cross-coupling of Aryl Halides and Phenylboronic Acid

2018 ◽  
Vol 7 (4.5) ◽  
pp. 428
Author(s):  
Lolakshi Mahesh Kumar ◽  
Badekai Ramachandra Bhat
Keyword(s):  
Phenylboronic Acid ◽  
Coupling Efficiency ◽  
Cross Coupling ◽  
Pincer Complexes ◽  
Coupling Reactions ◽  
Alternative Approach ◽  
Active Metal ◽  
Phenyl Boronic Acid ◽  
Pcp Complexes ◽  
Coupling Yield

Pincer complexes with iron as active metal center were synthesized to study their catalytic activity in Suzuki-Miyaura coupling reactions. Tridentate pincer ligand was synthesized by the reaction of diphenylchlorophosphine with m-aminophenol and m-phenylenediamine respectively in a 2:1 ratio in the presence of triethylamine as a base and tetrahydrofuran as solvent media. The resultant ligand was complexed with FeSO4 to obtain PCP complexes, C-1 with O and N atoms in the side arms and C-2 with both N atoms in the side arms. The synthesized complexes were examined for their C-C coupling efficiency in cross-coupling between phenyl boronic acid and para substituted halobenzenes. The research study aims to provide an alternative approach to the Pd catalyzed cross coupling methods, an otherwise subjugated method to obtain cross-coupled products. Also the study implores on the effect of variation in the side arm atom relating to the donating ability of the ligand and thereby relatively affecting the coupling yield of the catalysts.  

scholarly journals Branching out at C-2 of septanosides. Synthesis of 2-deoxy-2-C-alkyl/aryl septanosides from a bromo-oxepine

2012 ◽  
Vol 8 ◽  
pp. 522-527 ◽  
Author(s):  
Supriya Dey ◽  
Narayanaswamy Jayaraman
Keyword(s):  
Suzuki Reaction ◽  
Ring Expansion ◽  
Protecting Groups ◽  
Coupling Reactions ◽  
Sonogashira Coupling ◽  
Alkyl Aryl ◽  
Organometallic Reactions ◽  
Bond Forming ◽  
Derivatives Of ◽  
Cyclopropane Derivatives

This paper deals with the synthesis of 2-deoxy-2-C-alkyl/aryl septanosides. A range of such septanoside derivatives was synthesized by using a common bromo-oxepine intermediate, involving C–C bond forming organometallic reactions. Unsaturated, seven-membered septanoside vinyl bromides or bromo-oxepines, obtained through a ring expansion methodology of the cyclopropane derivatives of oxyglycals, displayed a good reactivity towards several acceptor moieties in C–C bond forming Heck, Suzuki and Sonogashira coupling reactions, thus affording 2-deoxy-2-C-alkyl/aryl septanosides. Whereas Heck and Sonogashira coupling reactions afforded 2-deoxy-2-C-alkenyl and -alkynyl derivatives, respectively, the Suzuki reaction afforded 2-deoxy-2-C-aryl septanosides. Deprotection and reduction of the 2-deoxy-2-alkenyl derivative afforded the corresponding 2-deoxy-2-C-alkyl septanoside free of protecting groups. The present study illustrates the reactivity of bromo-oxepine in the synthesis of hitherto unknown septanosides, branching out at C-2, through C–C bond formation with alkyl and aryl substituents.

Cytostatic and Antiviral 6-Arylpurine Ribonucleosides VIII. Synthesis and Evaluation of 6-Substituted Purine 3'-Deoxyribonucleosides

2006 ◽  
Vol 71 (10) ◽  
pp. 1484-1496 ◽  
Author(s):  
Michal Hocek ◽  
Peter Šilhár ◽  
Radek Pohl
Keyword(s):  
Cross Coupling ◽  
Cytostatic Activity ◽  
Coupling Reactions ◽  
Alkyl Aryl ◽  
Cross Coupling Reactions

A series of purine 3'-deoxyribonucleosides bearing diverse C-substituents (alkyl, aryl, hetaryl or hydroxymethyl) in the position 6 was prepared by Pd-catalyzed cross-coupling reactions of 6-iodo-9-[2,5-bis-O-(tert-butyldimethylsilyl)-3-deoxy-β-D-ribofuranosyl]purine with the corresponding organometallics followed by deprotection by (HF)3·Et3N. None of the title 3'-deoxyribonucleoside showed any cytostatic activity or anti-HCV effect in replicon assay.

Synthesis, characterization and catalytic evaluation in the Heck coupling reactions of S–P–S pincer complexes of the type [Pd{PhP(C6H4-2-S)2}(PAr3)]

2007 ◽  
Vol 360 (6) ◽  
pp. 2128-2138 ◽  
Author(s):  
Valente Gómez-Benítez ◽  
Simón Hernández-Ortega ◽  
Rubén A. Toscano ◽  
David Morales-Morales
Keyword(s):  
Pincer Complexes ◽  
Coupling Reactions ◽  
Heck Coupling

scholarly journals Water-soluble SNS cationic palladium(II) complexes and their Suzuki–Miyaura cross-coupling reactions in aqueous medium

2018 ◽  
Vol 14 ◽  
pp. 1859-1870 ◽  
Author(s):  
Alphonse Fiebor ◽  
Richard Tia ◽  
Banothile C E Makhubela ◽  
Henok H Kinfe
Keyword(s):  
Boronic Acids ◽  
Significant Loss ◽  
Water Soluble ◽  
Pincer Complexes ◽  
Coupling Reactions ◽  
Aryl Chlorides ◽  
Cross Coupling Reactions ◽  
Aryl Bromides ◽  
Cationic Palladium ◽  
Mechanism Of The Reaction

Unlike their SCS analogues, SNS pincer complexes are poorly studied for their use in coupling reactions. Accordingly, a series of water soluble cationic Pd(II) SNS pincer complexes have been successfully synthesised and investigated in detail for their catalytic activity in Suzuki–Miyaura coupling reactions. By using only 0.5 mol % loading of the complexes, the coupling of inactivated aryl bromides and activated aryl chlorides with various boronic acids in water was achieved in excellent yields and the catalysts were found to be reusable for three cycles without a significant loss of activity. The investigation of the mechanism of the reaction revealed that a Pd(II) to Pd(IV) route is the more likely pathway which was further supported by computational studies.

Novel and facile procedure for the synthesis of Ni(II) and Pd(II) PSCOP pincer complexes. Evaluation of their catalytic activity on C-S, C-Se and C-C cross coupling reactions

2020 ◽  
Vol 502 ◽  
pp. 119283 ◽  
Author(s):  
Bianca X. Valderrama-García ◽  
Ernesto Rufino-Felipe ◽  
Hugo Valdés ◽  
Simón Hernandez-Ortega ◽  
Bethsy Adriana Aguilar-Castillo ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Cross Coupling ◽  
Pincer Complexes ◽  
Coupling Reactions ◽  
Cross Coupling Reactions
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