Synthesis of Diaryl Ethers Using an Easy-to-Prepare, Air-Stable, Soluble Copper(i) Catalyst

Gujadhur, Rattan K.; Venkataraman, D.

doi:10.1081/scc-100105338

Cited by 105 publications

(46 citation statements)

References 22 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The catalyst-free nucleophilic substitution of a bromine atom by phenol was described for activated aromatic compounds [38] and for nickel(II) 5-bromoporphyrinates while our work was in progress. [29] Ni-1 also reacted smoothly with an excess (15 equiv.)…”

Section: Resultsmentioning

confidence: 97%

Insights into the Synthesis and the Solution Behavior of meso‐Aryloxy‐ and Alkoxy‐Substituted Porphyrins

et al. 2015

View full text Add to dashboard Cite

Keywords: Nucleophilic substitution / Homogeneous catalysis / Self-assembly / Porphyrinoids / Alcohols meso-RO-appended (R = alkyl, aryl) porphyrins bearing one or two OR substituents at the tetrapyrrolic macrocycle were synthesized in good yields from 5,15-dibromo-10,20-diphenylporphyrins 2H(Br 2 DPP), Ni(Br 2 DPP) and Zn(Br 2 DPP) using an S N Ar reaction. By varying the solvent, the base, the temperature, and the time of the reaction, the optimum conditions were established, and the selective introduction of one or two meso-RO substituents at the periphery of the

show abstract

Section: Resultsmentioning

confidence: 97%

Insights into the Synthesis and the Solution Behavior of meso‐Aryloxy‐ and Alkoxy‐Substituted Porphyrins

et al. 2015

View full text Add to dashboard Cite

show abstract

“…[83] With 5 mol % catalyst, long reactions times were required (up to 48 h) to provide the products in good to excellent yields. However, the reaction times could be decreased to 24 h by increasing the catalyst concentrations to 20 mol % or even to stoichiometric amounts.…”

Section: The Original Discovery: Catalytic Cu Methods and Substrate Smentioning

confidence: 99%

Modern Synthetic Methods for Copper‐Mediated C(aryl)O, C(aryl)N, and C(aryl)S Bond Formation

Ley,

Thomas

2003

Angew Chem Int Ed

2,497

816

View full text Add to dashboard Cite

The copper-mediated C(aryl)[bond]N, C(aryl)[bond]O, and C(aryl)[bond]S bond formation is an important transformation and has been developed to include a wide range of substrates. This Review highlights the recent developments in the copper-mediated (both stoichiometric and catalytic) reactions of aryl boronic acids, aryl halides, iodonium salts, siloxanes, stannanes, plumbanes, bismuthates, and trifluoroborate salts as aryl donors. In particular, the recent introduction of boronic acids as reaction partners in both O- and N-arylation has been a significant discovery and will occupy centre-stage in this review. Clear improvements can be obtained by the correct choice of copper source, base, ligands, and other additives. Mechanistic investigations should provide insight into the catalytically active species, which would aid in the development of milder, more-efficient methods.

show abstract

“…Our efforts have resulted in the design and synthesis of a novel oligomeric aryl ether-containing CE resin system by utilizing a modified Ullmann [26][27][28][29][30][31][32][33] reaction. The crosslinking density of the resulting thermoset is reduced, which should enhance desirable physical properties [25].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of a liquid oligomeric cyanate ester resin

Laskoski

Dominguez

Keller

2006

Polymer

View full text Add to dashboard Cite

Synthesis of Diaryl Ethers Using an Easy-to-Prepare, Air-Stable, Soluble Copper(i) Catalyst

Cited by 105 publications

References 22 publications

Insights into the Synthesis and the Solution Behavior of meso‐Aryloxy‐ and Alkoxy‐Substituted Porphyrins

Insights into the Synthesis and the Solution Behavior of meso‐Aryloxy‐ and Alkoxy‐Substituted Porphyrins

Modern Synthetic Methods for Copper‐Mediated C(aryl)O, C(aryl)N, and C(aryl)S Bond Formation

Synthesis and properties of a liquid oligomeric cyanate ester resin

Contact Info

Product

Resources

About