1232575-38-0

Upstream product

• 436-59-9 dimesitylfluoroborane 
• 34824-58-3 2-(2-bromophenyl)-1,3-dioxolan 

Downstream Products

• 1232575-44-8 2-(dimesitylboryl)benzylidenemonoethanolamine 
• 1232575-41-5 2-(dimesitylboryl)benzylidenebutylamine 
• 1232575-47-1 [1-(2-(dimesitylboranyl)phenyl)meth-(E)-ylidene]methylamine 
• 1359988-17-2 N,N'-bis[1-(2-(dimesitylboranyl)phenyl)meth-(E)-ylidene]-naphthalene-1,5-diamine 
• 1359988-14-9 2-[2-(dimesitylboranyl)phenyl]-1H-perimidine 
• 1359988-12-7 N,N'-bis[1-(2-(dimesitylboranyl)phenyl)meth-(E)-ylidene]-benzene-1,4-diamine 
• 1359988-11-6 [1-(2-(dimesitylboranyl)phenyl)meth-(E)-ylidene]-phenylamine 
• 1359988-15-0 [1-(2-(dimesitylboranyl)phenyl)meth-(E)-ylidene]-naphthalen-1-ylamine 
• 1359988-18-3 N,N'-bis[1-(2-(dimesitylboranyl)phenyl)meth-(E)-ylidene]-naphthalene-1,4-diamine 
• 1359988-16-1 anthracen-2-yl[1-(2-(dimesitylboranyl)phenyl)meth-(E)-ylidene]amine 
• 1359988-19-4 N,N'-bis[1-(2-(dimesitylboranyl)phenyl)meth-(E)-ylidene]-9H-fluorene-2,7-diamine 

Relevant academic research and scientific papers

Synthesis and photophysical properties of aryl-substituted 2-borylbenzaldimines and their extended π-conjugated congeners

Novel N-aryl-substituted 2-borylbenzaldimines 6 and related systems with extended π-framework 7 based on two borylbenzaldimine units linked by a spacer moiety were synthesized by condensation reactions of 2-(dimesitylboryl) benzaldehyde 3 with various amines 4 and diamines 5. All compounds were completely characterized including X-ray diffraction, especially in view of Lewis acid-base B-O and B-N interactions. The electronic as well as the photophysical properties of bisimines 7 were determined using cyclic voltammetry, UV/vis, and fluorescence spectroscopy and quantum chemistry. These compounds feature large Stokes shifts and reversible reduction waves. Interestingly, UV irradiation experiments unfold enhanced photostability for compounds 7 with an extended π-skeleton. By use of 1,8-diaminonaphthalene we observed the formation of a hitherto unknown BN-heterocyclic compound 9 fused with a perimidine skeleton. Structural and energetic aspects were evaluated by high level quantum chemical methods (DFT and SCS-MP2-calculations).

Synthesis and properties of 2-(dimesitylboryl)benzylideneamines

Lithiation of 2-(2-bromophenyl)-dioxolane (1) followed by reaction with dimesitylboron fluoride afforded 2-(2-dimesitylborylphenyl)-dioxolane (2) which was deprotected to afford 2-dimesitylboryl-benzaldehyde (3). Compound 3 reacts with aliphatic amines such as n-butylamine and ethanolamine to afford the corresponding imines 2-(dimesitylboryl)benzylidenebutylamine (4) and 2-(dimesitylboryl)benzylideneethanolamine (5), respectively. Structural studies indicate coordination of the imine-nitrogen atom to the boron center. Imines 4 and 5 emit a green fluorescence near 510 nm with quantum yields approaching 10 %. TD-DFT calculations suggest that this emission arises from an intramolecular charge-transfer excited state.