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Polymers as Reagents in Organic Synthesis
Author(s) -
Overberger C. G.,
Sannes K. N.
Publication year - 1974
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.197400991
Subject(s) - reagent , crown ether , chemistry , intramolecular force , polymer , intermolecular force , ketone , molecule , combinatorial chemistry , ether , alkali metal , polymer chemistry , hydrolysis , organic chemistry , ion
Polymeric reagents offer a range of unique advantages. Intramolecular reactions, such as the cyclization of peptides or Dieckmann cyclizations, can be brought about by attaching the reactive molecules at remote points along a polymer chain. In contrast, if the reactive molecules are anchored in close proximity on a polymeric support then intermolecular reactions occur, as demonstrated for a ketone synthesis. Apart from such proximity effects, cooperative effects can also be exploited, e.g. in the formation of a 2:1 complex of a crown ether and an alkali metal ion. The hydrolysis of an ester with polyvinylimidazole provides a detailed illustration of hydrophobic interactions. The simple separation of polymer‐bound and low‐molecular compounds by filtration is another significant advantage.