143969-39-5

Basic information

• Product Name: 1,3,2-Benzodioxaborole, 2-(1-phenylpropyl)-
• CAS NO: 143969-39-5
• Molecular Formula: C15H15BO2
• Molecular Weight: 238.094
• Mol File: 143969-39-5.mol

Chemical Properties

• CAS DataBase Reference: 1,3,2-Benzodioxaborole, 2-(1-phenylpropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,2-Benzodioxaborole, 2-(1-phenylpropyl)-(143969-39-5)
• EPA Substance Registry System: 1,3,2-Benzodioxaborole, 2-(1-phenylpropyl)-(143969-39-5)

Safety Data

• Hazardous Substances Data: 143969-39-5(Hazardous Substances Data)

Upstream product

• 873-66-5 1-propenylbenzene 
• 274-07-7 benzo[1,3,2]dioxaborole 

Relevant articles and documents

Enhanced regioselectivity of rhodium-catalysed alkene hydroboration in supercritical carbon dioxide

Catalysed alkene hydroboration proceeds in supercritical CO2 with several rhodium(I) complexes using tunable fluorinated ligands and shows higher regioselectivity relative to tetrahydrofuran or perfluoromethylcyclohexane.

Rhodium(I) acetylacetonato complexes containing phosphinoalkynes as catalysts for the hydroboration of vinylarenes

Three novel rhodium(I) acetylacetonato (acac) complexes bearing phosphinoalkynes (Ph2PC≡C-t-Bu, Ph2PC≡ CPPh2, and Ph2PC≡CC≡CPPh2) have been prepared and characterized fully. Addition of B2cat3 (cat = 1,2-O2C6H4) to Rh(acac)(Ph 2PC≡C-t-Bu)2 (1a) led to zwitterionic Rh(η6-catBcat)(Ph2PC≡C-t-Bu)2 (2a), the first example of this type of compound to contain monodentate phosphine ligands. All new rhodium complexes have been investigated for their ability to catalyse the hydroboration of vinylarenes.

Catalytic asymmetric hydroboration/amination and alkylamination with rhodium complexes of 1,1′-(2-diarylphosphino-1-naphthyl)isoquinoline

Catecholboronate esters formed by asymmetric hydroboration of arylalkenes are not directly converted to amines by reaction with hydroxylamine-O-sulfonic acid. Prior conversion to a trialkylborane by reaction with ZnEt2 or MeMgCl permits a subsequent amination reaction to occur with essentially complete retention of configuration, leading to a range of primary α-arylalkylamines in up to 97% enantiomeric excess (ee). Secondary, but not tertiary amines may be formed by a related pathway when in situ generated alkylchloramines are employed as the aminating agent. The catalytic asymmetric hydroboration, β-alkylation and amination steps may be combined in a single stage. Overall, this provides a practical procedure for the synthesis of enantiomerically enriched arylamines, exemplified inter alia by the synthesis of (S)-1,2,3,4-tetrahydro-1-naphthylamine in 95-97% ee and of (R)-N-(cyclohexyl)-1′-(4-methoxyphenyl)ethylamine in 93 % ee.