Tetrahedron Letters p. 4553 - 4555 (2008)
Update date:2022-08-11
Topics:
Stoianova, Diana S.
Yao, Lei
Rolfe, Alan
Samarakoon, Thiwanka
Hanson, Paul R.
A new high-load, oligomeric monoamine hydrochloride (OMAm·HCl) derived from ring-opening metathesis polymerization (ROMP) of norbornene methylamine is reported. This oligomeric amine has been shown to be an effective scavenger of acid chlorides, sulfonyl chlorides, and isocyanates. The reagent can be synthesized in a straightforward protocol from the Diels-Alder reaction of dicyclopentadiene (DCPD) 1 with allylamine (neat), formation of the corresponding ammonium salt and subsequent ROM polymerization to afford the desired oligomeric ammonium salts.
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