z-logo
Premium
Syntheses and Reactions of Hexavalent Organotellurium Compounds Bearing Five or Six TelluriumCarbon Bonds
Author(s) -
Miyasato Masataka,
Sagami Takao,
Minoura Mao,
Yamamoto Yohsuke,
Akiba Kinya
Publication year - 2004
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200305260
Subject(s) - chemistry , stereochemistry , medicinal chemistry
A variety of hexaorganotellurium compounds, Ar 6− n (CH 3 ) n Te [Ar=4‐CF 3 C 6 H 4 , n =0 ( 1 a ), n =1 ( 3 a ), n =2 ( trans ‐ 4 a and cis ‐ 4 a ), n =3 ( mer ‐ 5 a ), n =4 ( trans ‐ 6 a ); Ph, n =0 ( 1 b ), n =1 ( 3 b ), n =2 ( trans ‐ 4 b ); 4‐CH 3 C 6 H 4 , n =0 ( 1 c ), n =1 ( 3 c ), n =2 ( trans ‐ 4 c ), n =4 ( trans ‐ 6 c ); 4‐BrC 6 H 4 , n =0 ( 1 d )] and Ar 5 (R)Te [Ar=4‐CF 3 C 6 H 4 , R=4‐CH 3 OC 6 H 4 ( 8 ); Ar=4‐CF 3 C 6 H 4 , R=vinyl ( 9 ), Ar=Ph, R=vinyl ( 10 ), Ar=4‐CF 3 C 6 H 4 , R=PhSCH 2 ( 11 ), Ar=Ph, R=PhSCH 2 ( 12 ), Ar=4‐CF 3 C 6 H 4 , R= n Bu ( 13 )] and pentaorganotellurium halides, Ar 5 TeX [Ar=4‐CF 3 C 6 H 4 , X=Cl ( 2 a ‐Cl), X=Br ( 2 a ‐Br); Ar=Ph, X=Cl ( 2 b ‐Cl), X=Br ( 2 b ‐Br); Ar=4‐CH 3 C 6 H 4 , X=Cl ( 2 c ‐Cl), X=Br ( 2 c ‐Br); Ar=4‐BrC 6 H 4 , X=Br ( 2 d ‐Br)] and (4‐CF 3 C 6 H 4 ) 4 (CH 3 )TeX [X=Cl ( trans ‐ 7 a ‐Cl) and X=Br ( trans ‐ 7 a ‐Br)] were synthesized by the following methods: 1) one‐pot synthesis of 1 a , 2) the reaction of SO 2 Cl 2 or Br 2 with Ar 5 Te − Li + generated from TeCl 4 or TeBr 4 with five equivalents of ArLi, 3) reductive cleavage of Ar 6− m (CH 3 ) m Te ( m= 0 or 2) with KC 8 followed by treatment with CH 3 I, 4) valence expansion reaction from low‐valent tellurium compounds by treatment with KC 8 followed by reaction with CH 3 I, 5) nucleophilic substitution of Ar 6− y − z (CH 3 ) z TeX y − z (X=Cl, Br, OTf; z =0, 1; y =1, 2) with organolithium reagents. The scope and limitations and some details for each method are discussed and electrophilic halogenation of the hexaorganotellurium compounds is also described.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here