Synthesis of a Polymer-Supported Anthracene and Its Application as a Dienophile Scavenger

Lei, Xiaoguang; Porco, John A.

doi:10.1021/ol036502+

Cited by 36 publications

(17 citation statements)

References 31 publications

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“…[299] Lei and Porco have demonstrated the usefulness of a thermally stable polymer-supported anthracene derivative for scavenging dienophiles under microwave conditions. [300] This strategy was used successfully to rapidly sequester reactive dienophiles from reaction mixtures containing Diels-Alder cycloadducts prepared by microwave-assisted Diels-Alder reaction of flavonoid dienes. Diels-Alder reactions under microwave conditions have also been used to modify singlewall carbon nanotubes (SWNT).…”

Section: Addendummentioning

confidence: 99%

Controlled Microwave Heating in Modern Organic Synthesis

2004

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Although fire is now rarely used in synthetic chemistry, it was not until Robert Bunsen invented the burner in 1855 that the energy from this heat source could be applied to a reaction vessel in a focused manner. The Bunsen burner was later superseded by the isomantle, oil bath, or hot plate as a source for applying heat to a chemical reaction. In the past few years, heating and driving chemical reactions by microwave energy has been an increasingly popular theme in the scientific community. This nonclassical heating technique is slowly moving from a laboratory curiosity to an established technique that is heavily used in both academia and industry. The efficiency of “microwave flash heating” in dramatically reducing reaction times (from days and hours to minutes and seconds) is just one of the many advantages. This Review highlights recent applications of controlled microwave heating in modern organic synthesis, and discusses some of the underlying phenomena and issues involved.

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Section: Addendummentioning

confidence: 99%

Controlled Microwave Heating in Modern Organic Synthesis

2004

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“…4-(Anthracen-9-ylmethoxy)-4-oxobutanoic acid (1) [44] and perfluorophenyl 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate (perfluorophenyl-diol) (2) [45] were prepared according to published procedures. …”

Section: Synthetic Proceduresmentioning

confidence: 99%

Synthesis of Activated Ester Functional Polyesters through Light‐Induced [4+4] Cycloaddition Polymerization

Baysak

Durmaz

Tunca

et al. 2017

Macro Chemistry & Physics

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A combination of light-induced [4+4] cycloaddition polymerization and activated ester substitution reaction is demonstrated as a new method to obtain novel polymeric structures. Bis-anthracene functionalized compound involving perfluorophenyl ester moiety namely, bisanthracenyl-PFPE, is prepared by an esterification reaction, then polymerized under UV light irradiated at 365 nm. The resulting polymer is reacted with a variety of amine compounds namely allylamine, benzylamine, furfurylamine, and propargylamine, under mild conditions. Quantitative conversions of perfluorophenyl ester groups into the respective amide groups as well as the thermal behaviors of all polymers are revealed by using various spectroscopic measurements such as Fourier transform infrared spectroscopy (FT-IR), gel permeation chromatography, NMR, and differential scanning calorimetry.

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“…4-(2-Hydroxyethyl)-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione (F-MI) was prepared according to literature [38]. Succinic acid monoathracen-9-ylmethyl ester was synthesized upon reaction with 9-anthrylmethanol and succinic anhydride [39].…”

Section: Introductionmentioning

confidence: 99%