In:
Canadian Journal of Chemistry, Canadian Science Publishing, Vol. 79, No. 7 ( 2001-07-01), p. 1115-1123
Abstract:
Addition of 3-H 2 NC 6 H 4 Bpin (pin = 1,2-O 2 C 2 Me 4 ) 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-O 2 C 6 H 4 ) 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-H 2 NC 6 H 4 Bpin. Crystals of1h were triclinic, a = 9.6793(4) Å, b = 10.7397(4) Å, c = 11.5353(4) Å, α = 105.1890(10) o , β = 97.3030(10) o , γ = 102.1480(10) o , Z = 2 with space group P[Formula: see text] 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) Å, b = 10.3794(4) Å, c = 20.6033(9) Å, Z = 4 with space group P2 1 2 1 2 1 . Amines have been tested for their antifungal properties against Aspergillus niger and Aspergillus flavus.Key words: benzylamines, boronate esters, aminoboron, hydroboration, antifungal.
Type of Medium:
Online Resource
ISSN:
0008-4042
,
1480-3291
Language:
English
Publisher:
Canadian Science Publishing
Publication Date:
2001
detail.hit.zdb_id:
1482256-8
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