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1794586 
Journal Article 
Synthesis of tris(4-amino-2,6-dimethylphenyl)borane and facile extension of its pi-conjugated system by utilizing the reactivity of the amino groups 
Yoshino, J; Nakamura, Y; Kunitomo, S; Hayashi, N; Higuchi, H 
2013 
1 
Tetrahedron Letters
ISSN: 0040-4039
EISSN: 1873-3581 
54 
22 
2817-2820 
WOS:000318664900017 
Tris(4-amino-2,6-dimethylphenyl)borane (1), a triarylborane
bearing an unsubstituted amino group on all of its aryl substituents, and related triarylboranes
were synthesized via Ullmann condensation. The facile dehydration reactions of 1 with
benzaldehyde and nitrosobenzene gave tris[4-(benzylidenamino)-2,6-dimethylphenyl]borane and tris
[2,6-dimethy1-4-(phenylazo)phenyl]borane, respectively. These triarylboranes bear an extended
pi-conjugated system bridged by a nitrogen-containing pi-linker on each of their aryl groups.
UV-vis absorption spectra and theoretical calculations revealed that the pi-conjugated system of
the triarylborane was effectively extended by utilizing the reactivity of the amino groups. (C)
2013 Elsevier Ltd. All rights reserved. 
Triarylborane; Extended pi-conjugated system; Ullmann condensation; Dehydration; UV-vis spectrum; Theoretical calculation