Chem 232 Lecture 12 - UIC Department of Chemistry - University of ...
Chem 232 Lecture 12 - UIC Department of Chemistry - University of ... Chem 232 Lecture 12 - UIC Department of Chemistry - University of ...
Stoichiometry of Hydroboration6 xB 2 H 6diglyme2 xB1-butenetributylborane• diglyme is a common solvent• hydroborations typically at room temp.• generally very fast reactionsH 3 C OOO CH 3diglyme: diethylene glycol dimethyl etherUniversity of IllinoisUICat Chicago CHEM 232, Spring 2010Slide 8Lecture 12: February 188
Lewis Acid-Base ComplexesBorane is a Lewis Acid & Reducing Agent!Other hydroborating reagents with different reactivitiesmay be prepared by adding Lewis bases to diborane (B2H6)B 2 H 6diboraneB 2 H 6diborane++Otetrahydrofuran (THF)H 3 C S CH 3dimethyl sulfide (DMS)H 3 BOH 3 B•THFH 3 BCH 3SCH 3H 3 B•DMS}B 2 H 6diborane+Ntriethylamine (TEA)H 3 BN(CH 2 CH 3 ) 3H 3 B•TEAUniversity of IllinoisUICat Chicago CHEM 232, Spring 2010Slide 9Lecture 12: February 189
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Lewis Acid-Base ComplexesBorane is a Lewis Acid & Reducing Agent!Other hydroborating reagents with different reactivitiesmay be prepared by adding Lewis bases to diborane (B2H6)B 2 H 6diboraneB 2 H 6diborane++Otetrahydr<strong>of</strong>uran (THF)H 3 C S CH 3dimethyl sulfide (DMS)H 3 BOH 3 B•THFH 3 BCH 3SCH 3H 3 B•DMS}B 2 H 6diborane+Ntriethylamine (TEA)H 3 BN(CH 2 CH 3 ) 3H 3 B•TEA<strong>University</strong> <strong>of</strong> Illinois<strong>UIC</strong>at Chicago CHEM <strong>232</strong>, Spring 2010Slide 9<strong>Lecture</strong> <strong>12</strong>: February 189
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