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Highly Efficient Synthesis of Linear Pyrrole Oligomers by Twofold Heck Reactions
Author(s) -
Tietze Lutz F.,
Kettschau Georg,
Heuschert Ulrich,
Nordmann Gero
Publication year - 2001
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 - 10.1002/1521-3765(20010119)7:2<368::aid-chem368>3.0.co;2-2
Subject(s) - heck reaction , wittig reaction , pyrrole , chemistry , polymer chemistry , organic chemistry , catalysis , palladium
The twofold Heck reaction of the vinylpyrroles 3 a and 3 b with the iodobenzenes 4 a – c led to the linear pyrrole oligomers 5, 6 , and 7 . The synthesis of both symmetrical and unsymmetrical oligomers, such as 10 a and 10 b , was also accomplished by a Heck reaction of 8 and 9 and by a Heck reaction of 3 a and 11 followed by a Wittig reaction and a second Heck reaction with 8 . The pentacyclic oligomers 14 and 19 were prepared by a twofold Heck reaction of 13 with 4 and by a twofold Heck reaction of 15 with 16 followed by a Wittig reaction and a twofold Heck reaction with 8 .