My journey from organic to bioorganic chemistry

Wagner‐Jauregg, Theodor

doi:10.1021/ed062p592

Cited by 4 publications

(1 citation statement)

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“…The Journal of Chemical Education is a rich source of chemical history, and examples are listed below and in refs 1 and 2. Substantial autobiographical accounts have appeared by G. Jaffe (29) (who worked with Ostwald, J. J. Thomson, both the Curies, and Boltzmann) and by Wagner-Jauregg (30) . Interviews with eminent chemists, inevitably largely autobiographical, have appeared in the Journal; E. Hiickel (31) in 1972, J. Kendrew and A. R. Todd…”

Section: Levi and Watsonmentioning

confidence: 99%

Chemists as autobiographers: The 20th century

Millar¹,

Millar²

1988

J. Chem. Educ.

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Section: Levi and Watsonmentioning

confidence: 99%

Chemists as autobiographers: The 20th century

Millar¹,

Millar²

1988

J. Chem. Educ.

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Highly diastereoselective synthesis of novel polymers via tandem Diels-Alder-ene reactions

et al. 1999

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Synthesis and characterization of novel optically active and flame-retardant heterocyclic polyimides

Mallakpour¹,

Hajipour²,

Mahdavian³

et al. 2000

J. Appl. Polym. Sci.

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Tetrachlorophthalic anhydride (1) was reacted with L-leucine (2) in toluene solution at refluxing temperature in the presence of triethylamine and the resulting imide-acid (4) was obtained in quantitative yield. The compound (4) was converted to the N-(tetrachlorophthaloyl)-L-leucine acid chloride (5) by reaction with thionyl chloride. The reaction of this acid chloride (5) with isoeugenol (6) was carried out in chloroform and novel optically active isoeugenol ester derivative (7) as a chiral monomer was obtained in high yield. The compound (7) was characterized by 1 H-NMR, IR, Mass and elemental analysis, and then was used for the preparation of model compound (10) and polymerization reactions. 4-Phenyl-1,2,4-triazoline-3,5-dione, PhTD (8) was allowed to react with compound (7). The reaction is very fast, and gives only one diastereomer of (10) via Diels-Alder and ene pathways in excellent yield. The polymerization reactions of novel monomer (7) with bistriazolinediones [bis-(p-3,5-dioxo-1,2,4-triazolin-4-ylphenyl)methane (11) and 1,6-bis-(3,5-dioxo-1,2,4-triazolin-4-yl)hexane] (12) were carried out in N,N-dimethylacetamide (DMAc) at room temperature. The reactions are exothermic, fast, and give novel optically active polymers (13) and (14) via repetitive Diels-Alder-ene polyaddition reactions. The resulting polymers are optically active, thermally stable, and flame resistant. All of the above compounds were fully characterized by IR, 1 H-NMR, elemental analysis, and specific rotation. Some structural characterization and physical properties of these novel heterocyclic polyimides are reported.

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My journey from organic to bioorganic chemistry

Abstract: Organic and bioorganic work of the author from 1921-1984.

Cited by 4 publications

References 20 publications

Chemists as autobiographers: The 20th century

Chemists as autobiographers: The 20th century

Highly diastereoselective synthesis of novel polymers via tandem Diels-Alder-ene reactions

Synthesis and characterization of novel optically active and flame-retardant heterocyclic polyimides

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