1403777-50-3

Basic information

• Product Name: [3-benzyl-1-vinyl-imidazol-2-ylidene]borane
• Synonyms: [3-benzyl-1-vinyl-imidazol-2-ylidene]borane
• CAS NO: 1403777-50-3
• Molecular Weight: 198.076
• Mol File: 1403777-50-3.mol

Chemical Properties

• CAS DataBase Reference: [3-benzyl-1-vinyl-imidazol-2-ylidene]borane(CAS DataBase Reference)
• NIST Chemistry Reference: [3-benzyl-1-vinyl-imidazol-2-ylidene]borane(1403777-50-3)
• EPA Substance Registry System: [3-benzyl-1-vinyl-imidazol-2-ylidene]borane(1403777-50-3)

Safety Data

• Hazardous Substances Data: 1403777-50-3(Hazardous Substances Data)

Upstream product

• 1072-63-5 1-vinylimidazole 
• 100-39-0 benzyl bromide 
• 67691-05-8 3-benzyl-1-vinyl-1H-imidazol-3-ium bromide 

Relevant articles and documents

Asymmetric rhodium-directed anti-markovnikov regioselective boracyclopentannulation

A Shimoi-type activation of B-H bond of NHC-boranes by a diphosphane-ligated cationic Rh complex was applied in an unprecedented intramolecular hydroboration reaction of simple olefins. The use of NHC-boranes as hydroborating reagents is still undisclosed due to their nonreactivity toward alkenes which could be explained by the high stability of this complex rendering it unable to provide a "free" borane hydroborating reagent. B-H bond Rh activation of NHC-borane circumvents this limitation, and asymmetric Rh-directed anti-Markovnikov boracyclopentannulation reaction led to a library of enantioenriched cyclic boranes in high yield (up to 94%) with high regio- (up to 100%) and enantioselectivity (er up to 99.2:0.8). This new activation mode of NHC-boranes highlights their use in organometallic chemistry and offers a very good approach to access chiral cyclic NHC-boranes.