Beiträge zur Kenntnis des Reduktionsvermögens der schwefligen Säure. I. Einwirkung von Natriumhydrosulfit auf Tellur und Selen

Tschùgaeff, L.; Chlopin, Witalius

doi:10.1002/cber.191404701202

Cited by 50 publications

(4 citation statements)

References 3 publications

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“…The cyclic thioethers and dimethylselenane were obtained from Sigma-Aldrich and were used as obtained. The dialkyltellurane ligands were prepared according to literature methods. , The ligand was freshly prepared from C 4 H 8 TeI 2 and NaBH 4 in boiling methanol …”

Section: Methodsmentioning

confidence: 99%

Coordination and Rearrangement of Organic Chalcogenides on a Rhodium−Rhodium Bond: Reactions with Strained-Ring Cyclic Thioethers and with Selenium and Tellurium Ligands

Devery¹,

Dickson²,

Skelton³

et al. 1999

Organometallics

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When the cyclic thioethers L = and were added to [(η5-C5H5)2Rh2(μ-CO)(μ-η2:η2-CF3C2CF3)] (1), the coordinative addition products [(η5-C5H5)2Rh2(CO)(μ-η1:η1-CF3C2CF3)L] (2a−c) were formed reversibly. When it is left in solution in the presence of excess ligand, the propylene sulfide complex 2b (L = transforms to the bridging sulfido complex [(η5-C5H5)2Rh2{μ-η1:η1:η2-C(O)C(CF3)C(CF3)}(μ-S)] (3a). A similar reaction occurred, but to a lesser extent, with the trimethylene sulfide complex 2a (L = Comparable decompositions do not occur with the tetrahydrothiophene complex 2a (L = The dimethylselenane complex [(η5-C5H5)2Rh2(CO)(μ-η1:η1-CF3C2CF3)(SeMe2)] (4a) was formed reversibly when SeMe2 was added to solutions of 1. The reactions of 1 with the organotelluranes L‘ = TeMe2 and TeEt2 gave solid addition products [(η5-C5H5)2Rh2(CO)(μ-η1:η1-CF3C2CF3)L‘] (4b,c), which remained intact when dissolved in polar solvents. No rearrangement products were formed when solutions of the tellurane addition products were kept for several days. The bridging sulfido complex 3a and the analogous complexes [(η5-C5H5)2Rh2{μ-η1:η1:η2-C(O)C(CF3)C(CF3)}(μ-E)] (3b, E = Se; 3c, E = Te) were obtained from the direct reaction between E and the complex 1. Addition of the cyclic tellurane to 1 gave (6), which underwent rapid intramolecular ligand scrambling in solution. The crystal and molecular structure of 6 was determined by X-ray crystallography.

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Section: Methodsmentioning

confidence: 99%

Coordination and Rearrangement of Organic Chalcogenides on a Rhodium−Rhodium Bond: Reactions with Strained-Ring Cyclic Thioethers and with Selenium and Tellurium Ligands

Devery¹,

Dickson²,

Skelton³

et al. 1999

Organometallics

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“…Melting points are uncorrected. Elemental Te was reduced according to previously published procedures. 2a,13b, All reactions involving Te were done under Ar or N 2 . X-ray analytical data for 10 34 (Supporting Information) was obtained on a Siemens SMART CCD system (SHELXTL solutions package).…”

Section: Methodsmentioning

confidence: 99%

Conversion of Aziridinemethanol Sulfonate Esters to Allylic Amines via Tellurium Chemistry¹

Pepito

Dittmer

1997

J. Org. Chem.

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Sulfonate esters of aziridinemethanols are converted to allylic amines by treatment with telluride ion obtained by reduction of elemental tellurium. In the course of the reaction, tellurium(0) is reformed and may be reused, thus removing the need to dispose of a key reagent. The telluride reaction yields optically active allylic amines from optically active aziridinemethanols. In contrast to many ring-openings of aziridines by nucleophiles, activation by an electron-withdrawing substituent on nitrogen is not necessary and is even detrimental.

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“…Similar to tellurium, selenium was found to react with rongalite to deliver the corresponding sodium selenides in the presence of sodium hydroxide . The reaction of long-chain alkyl halides with Na 2 Se 2 obtained by refluxing selenium, rongalite, and sodium hydroxide in ethanol affords dialkyl diselenides .…”

Section: Synthetic Use Of Rongalitementioning

confidence: 96%

“…Tellurium metal is known to be reduced upon the treatment with various reducing agents such as sodium borohydride (NaBH 4 ), triethyllithium borohydride (LiEt 3 BH), sodium naphthalene, etc. Also, a gentle heating of elemental tellurium with rongalite in dilute aqueous sodium hydroxide is known to generate sodium telluride (Na 2 Te n , generally existing as Na 2 Te 2 ) by reduction of tellurium, producing a wine-red-colored solution . Alkyl halides were found to form dialkyl tellurides upon the reaction with tellurium and rongalite in the presence of sodium hydroxide in aqueous medium .…”

Section: Synthetic Use Of Rongalitementioning

confidence: 99%

Rongalite: A Useful Green Reagent in Organic Synthesis

2011

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Beiträge zur Kenntnis des Reduktionsvermögens der schwefligen Säure. I. Einwirkung von Natriumhydrosulfit auf Tellur und Selen

Cited by 50 publications

References 3 publications

Coordination and Rearrangement of Organic Chalcogenides on a Rhodium−Rhodium Bond: Reactions with Strained-Ring Cyclic Thioethers and with Selenium and Tellurium Ligands

Coordination and Rearrangement of Organic Chalcogenides on a Rhodium−Rhodium Bond: Reactions with Strained-Ring Cyclic Thioethers and with Selenium and Tellurium Ligands

Conversion of Aziridinemethanol Sulfonate Esters to Allylic Amines via Tellurium Chemistry¹

Rongalite: A Useful Green Reagent in Organic Synthesis

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Beiträge zur Kenntnis des Reduktionsvermögens der schwefligen Säure. I. Einwirkung von Natriumhydrosulfit auf Tellur und Selen

Cited by 50 publications

References 3 publications

Coordination and Rearrangement of Organic Chalcogenides on a Rhodium−Rhodium Bond: Reactions with Strained-Ring Cyclic Thioethers and with Selenium and Tellurium Ligands

Coordination and Rearrangement of Organic Chalcogenides on a Rhodium−Rhodium Bond: Reactions with Strained-Ring Cyclic Thioethers and with Selenium and Tellurium Ligands

Conversion of Aziridinemethanol Sulfonate Esters to Allylic Amines via Tellurium Chemistry1

Rongalite: A Useful Green Reagent in Organic Synthesis

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Conversion of Aziridinemethanol Sulfonate Esters to Allylic Amines via Tellurium Chemistry¹