Literature DB >> 19319202

High-load, oligomeric monoamine hydrochloride: Facile generation via ROM polymerization and application as an electrophile scavenger.

Diana S Stoianova1, Lei Yao, Alan Rolfe, Thiwanka Samarakoon, Paul R Hanson.   

Abstract

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.

Entities:  

Year:  2008        PMID： 19319202      PMCID： PMC2659622          DOI： 10.1016/j.tetlet.2008.05.011

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  19 in total

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5.  Dendritic aliphatic polyethers as high-loading soluble supports for carbonyl compounds and parallel membrane separation techniques.

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7.  Soluble polymer-supported organic synthesis.

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8.  Solid-phase synthesis of polymers using the ring-opening metathesis polymerization.

Authors:  Jason K Pontrello; Matthew J Allen; Eric S Underbakke; Laura L Kiessling
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9.  One-step synthesis of oxazoline and dihydrooxazine libraries.

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  7 in total

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2.  ROMP-derived oligomeric phosphates for application in facile benzylation.

Authors:  Toby R Long; Pradip K Maity; Thiwanka B Samarakoon; Paul R Hanson
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3.  Silica-Supported Oligomeric Benzyl Phosphate (Si-OBP) and Triazole Phosphate (Si-OTP) Alkylating Reagents.

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4.  Monomer-on-monomer (MoM) Mitsunobu reaction: facile purification utilizing surface-initiated sequestration.

Authors:  Pradip K Maity; Alan Rolfe; Thiwanka B Samarakoon; Saqib Faisal; Ryan D Kurtz; Toby R Long; Alexander Schätz; Daniel L Flynn; Robert N Grass; Wendelin J Stark; Oliver Reiser; Paul R Hanson
Journal:  Org Lett       Date:  2010-12-01       Impact factor: 6.005

5.  High-load, hybrid Si-ROMP reagents.

Authors:  Alan Rolfe; Joanna K Loh; Pradip K Maity; Paul R Hanson
Journal:  Org Lett       Date:  2010-12-01       Impact factor: 6.005

6.  "Click"-capture, ring-opening metathesis polymerization (ROMP), release: facile triazolation utilizing ROMP-derived oligomeric phosphates.

Authors:  Toby R Long; Saqib Faisal; Pradip K Maity; Alan Rolfe; Ryan Kurtz; Sarra V Klimberg; Muhammad-Rabbie Najjar; Fatima Z Basha; Paul R Hanson
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7.  High-load, oligomeric dichlorotriazine: a versatile ROMP-derived reagent and scavenger.

Authors:  Alan Rolfe; Donald A Probst; Kelly A Volp; Iman Omar; Daniel L Flynn; Paul R Hanson
Journal:  J Org Chem       Date:  2008-10-21       Impact factor: 4.354
  7 in total

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