PS-COD and PS-9-BBN: polymer-supported reagents for solution-phase parallel synthesis.
1,5-Cyclooctadiene was deprotonated under LICKOR conditions and reacted with Merrifield resin to afford an immobilized cyclooctadiene in high yield. This polymer is effective as a halogen scavenger, while hydroboration leads to a supported 9-BBN analogue. The latter exhibits similar regioselectivity to 9-BBN in olefin hydroboration. [reaction: see text]
Revell
Jefferson D
JD
Combinatorial Centre for Excellence, School of Chemistry, University of Southampton, Southampton SO17 1BJ, United Kingdom.
Dörner
Barbara
B
White
Peter D
PD
Ganesan
A
A
D000475:Alkenes / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis*; D002384:Catalysis; D016166:Free Radical Scavengers / Q000138:chemical synthesis*; D006219:Halogens / Q000737:chemistry; D007202:Indicators and Reagents / Q000138:chemical synthesis; D015394:Molecular Structure; D011108:Polymers / Q000737:chemistry*
D000475:Alkenes; D001896:Boron Compounds; D019086:Bridged Bicyclo Compounds, Heterocyclic; D016166:Free Radical Scavengers; D006219:Halogens; D007202:Indicators and Reagents; D011108:Polymers; C004267:9-borabicyclo(3,3,1)nonane