Isolation and Lability of Optically Active Telluronium Imides

Shimizu, Toshio; Machida, Yoshito; Kamigata, Nobumasa

doi:10.1002/1099-0690(200207)2002:14<2265::aid-ejoc2265>3.0.co;2-1

Cited by 3 publications

References 4 publications

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Functional Groups Containing Selenium and Tellurium in Oxidation States from 3 to 6

Kiełbasiński

Drabowicz

2011

Patai's Chemistry of Functional Groups

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The chapter presents the progress made in recent years (mostly after 1987) in the chemistry of the selenium and tellurium compounds in oxidation states from 3 to 6 but, to make the presentation more comprehensible, it also contains selected references to earlier achievements. It is divided into seven sections, comprising particular classes of organoselenium and organotellurium derivatives which are discussed in the order of increasing oxidation states: selenonium and telluronium salts, selenoxides, telluroxides, selenimines and tellurimines, selenones, tellurones and selenoximines. All the sections are divided into subsections devoted to the synthesis and structure, reactivity and transformations and synthetic applications of the discussed classes of compounds. Particular emphasis is laid on the synthesis and properties of the chiral, non‐racemic forms of each class of compounds.

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Functional Groups Containing Selenium and Tellurium in Oxidation States from 3 to 6

Kiełbasiński

Drabowicz

2011

Patai's Chemistry of Functional Groups

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Optically active telluronium imides: Optical resolution, absolute configuration, and mechanism of racemization

Shimizu

Machida

Kamigata

2003

Heteroatom Chemistry

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Thermodynamically and kinetically stabilized asymmetric diaryltelluronium imides were synthesized and optically resolved into their enantiomers on an optically active column using mediumpressure column chromatography. The relationship between the absolute configuration and the optical properties of the chiral telluronium imides was clarified. The mechanism of the racemization, which involves the formation of telluroxides by the hydrolysis of the telluronium imides, was proposed.

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Optical Resolution of Selenonium Imides Stabilized by an 8-Dimethylamino-1-naphthyl Group

Soma¹,

Kamigata²,

Hirabayashi³

et al. 2007

Bulletin of the Chemical Society of Japan

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Selenonium imides 1 and 2, stabilized by intramolecular coordination of the amino group of 8-dimethylamino-1-naphthyl substituent to the selenium atom, were synthesized. Optically active selenonium imides were obtained by chromatographic resolution on optically active columns and were found to be stable toward racemization both in the solid state and in solution. Absolute configurations of the optically active selenonium imides were assigned on the basis of specific rotations and circular dichroism spectra.

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Isolation and Lability of Optically Active Telluronium Imides

Cited by 3 publications

References 4 publications

Functional Groups Containing Selenium and Tellurium in Oxidation States from 3 to 6

Functional Groups Containing Selenium and Tellurium in Oxidation States from 3 to 6

Optically active telluronium imides: Optical resolution, absolute configuration, and mechanism of racemization

Optical Resolution of Selenonium Imides Stabilized by an 8-Dimethylamino-1-naphthyl Group

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