A polymer-bound cavitand

Organic Letters

Volumn 2, Issue 22, 2000, Pages 3465-3468

  Far, Adel Rafai ^a   Rudkevich, Dmitry M ^a   Haino, Takeharu ^a   Rebek Jr , Julius ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; POLYMER; POLYSTYRENE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; SYNTHESIS;

AMIDES; INDICATORS AND REAGENTS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; POLYMERS; POLYSTYRENES;

EID: 0034597494     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol000241b     Document Type: Article

References (34)

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29. Technically, the main competition in the reaction of amines with isocyanates comes from hydrolysis. However, the sturdiness of this reaction on cross-linked polystyrene with cleavable linkers has been successfully demonstrated (see: Scialdone, M. A. Tetrahedron Lett. 1996, 37, 8141-8144 and Chong, P. Y.; Petillo, P. A. Tetrahedron Lett. 1999, 40, 4501-4504), giving products with high yields and high purities. Clearly this competition is not a major issue.
30. Technically, the main competition in the reaction of amines with isocyanates comes from hydrolysis. However, the sturdiness of this reaction on cross-linked polystyrene with cleavable linkers has been successfully demonstrated (see: Scialdone, M. A. Tetrahedron Lett. 1996, 37, 8141-8144 and Chong, P. Y.; Petillo, P. A. Tetrahedron Lett. 1999, 40, 4501-4504), giving products with high yields and high purities. Clearly this competition is not a major issue.
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33. In practice a ∼1: 1 mixture of the two guests (5-10 mg of each) was added to a known amount of polymer-bound cavitand 3 (∼20 mg) or an equivalent amount of polystyrene and the resulting ratios compared.
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