380151-98-4Relevant articles and documents
Synthesis and antifungal properties of benzylamines containing boronate esters
Vogels,Nikolcheva,Norman,Spinney,Decken,Baerlocher,Baerlocher,Westcott
, p. 1115 - 1123 (2007/10/03)
Addition of 3-H2NC6H4Bpin (pin = 1,2-O2C2Me4) to a series of aldehydes and 4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)acetophenone afforded the corresponding benzylideneamines in moderate to high yields. Hydroboration of these imines with catecholborane (HBcat, cat = 1,2-O2C6H4) at room temperature gives, upon aqueous workup, the corresponding borylamines. An X-ray diffraction study was carried out on imine 1h derived from 9- anthraldehyde and 3-H2NC6H4Bpin. Crystals of 1h were triclinic, a = 9.6793(4) A, b = 10.7397(4) A, c = 11.5353(4) A, α = 105.1890(10)°, β = 97.3030(10)°, γ = 102.1480(10)°, Z = 2 with space group P1 and crystals of N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4- methoxybenzylamine 2c were orthorhombic, a = 8.6612(4) A, b = 10.3794(4) A, c = 20.6033(9) A, Z = 4 with space group P212121. Amines have been tested for their antifungal properties against Aspergillus niger and Aspergillus flavus.