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Methylchalcogen Derivatives of 1,4,5,8‐Tetrathiatetralin
Author(s) -
Nakatsuji Shin'Ichi,
Amano Yoshiki,
Kawamura Haruki,
Anzai Hiroyuki
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970414
Subject(s) - lithium diisopropylamide , chemistry , tetrahydrofuran , iodine , diethyl ether , solvent , lithium (medication) , ether , medicinal chemistry , tetrathiafulvalene , polymer chemistry , organic chemistry , ion , molecule , deprotonation , medicine , endocrinology
Tetrakis(methylthio)‐ and tetrakis(methylseleno)‐1,4,5,8‐tetrathiatetralin 3 and 4 were prepared by the reaction of tetrathiatetralin 2 with LDA (lithium diisopropylamide) and MeS‐SMe or MeSeSeMe in diethyl ether. A remarkable solvent effect was observed in that the similar reaction in tetrahydrofuran gave tetrakis(methylthio)tetrathiafulvalene 5 through a novel rearrangement. The iodine complex of 3 was prepared to be a rare example of complex formation in the tetrathiatetralin series.