An efficient synthesis and structural aspects of hexakis(arylseleno) benzenes and hexakis(arylselenomethyl)benzenes

Tetrahedron Letters

Volumn 45, Issue 35, 2004, Pages 6611-6613

  Kumar, Naveen ^a   Milton, Marilyn Daisy ^a   Singh, Jai Deo ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY DELHI   (India)

Author keywords

Hexa host; Inclusion complexes; Selenium; X ray structure

Indexed keywords

BENZENE DERIVATIVE; HEXABROMOMETHYLBENZENE; HEXAFLUOROBENZENE; SELENIUM DERIVATIVE; TELLURIUM; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHEMICAL STRUCTURE; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 4143063687     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.07.020     Document Type: Article

References (28)

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22. Generation of arylchalcogenolate anions are well known in nonaqueous media, however, this complicated procedure involves the reaction of diaryldichalcogenide using sodium metal in THF for reduction and required 36 h refluxing to generate the arylchalcogenolate anions
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24. 4:NaOH) being 1:2.2:2.2 in anhydrous THF containing 2% water
25. 4. The drying agent was removed by filtration, and the filtrate was concentrated to dryness on a rotary evaporator to give 2 as essentially white crystals in >90% yield
26. 2 gas had ceased, the reaction mixture was stirred for an additional 30 min. To this mixture, a solution (0.94 g, 0.5 mmol) of hexafluorobenzene in 5 mL of DMF was added dropwise over 15 min, and the resulting reaction mixture was stirred for an additional 2 h. It was then poured into 100 mL of ice-water, and the white precipitate formed was filtered and dried overnight in air yielding 0.92 g (91%) of the desired compound. Crystallization from chloroform/diethyl ether mixture (50:50) yielded colorless crystals
27. + [m/z = 330.42 (calcd 331.55)]
28. 3