931854-75-0Relevant articles and documents
High-load, oligomeric dichlorotriazine: A versatile ROMP-derived reagent and scavenger
Rolfe, Alan,Probst, Donald A.,Volp, Kelly A.,Omar, Iman,Flynn, Daniel L.,Hanson, Paul R.
, p. 8785 - 8790 (2008)
(Chemical Equation Presented) A new high-load, soluble oligomeric dichlorotriazine (ODCT) reagent derived from ring-opening metathesis polymerization (ROMP) is reported as an effective coupling reagent, scavenger of nucleophilic species, and activator of DMSO for the classic Swern oxidations. Two variants of this reagent 2GODCT 4 and 1GODCT 16, possessing theoretical loads of 5.3 and 7.3 mmol/g, respectively, have been synthesized. Preparation was accomplished via simple synthetic protocols affording free flowing powders, amenable for large-scale production. Removal of the spent oligomeric reagent was achieved via either precipitation of the spent reagent or simple filtration utilizing a silica SPE, followed by solvent removal, to deliver products in excellent yield and purity. In addition, the corresponding norbornenyl monomer 3 was successfully demonstrated in a couple-ROMP-filter protocol utilizing in situ polymerization, achieving comparable results versus the corresponding oligomeric variant.