Author:
Kliegel Wolfgang,Motzkus Hans-Walter,Drückler Klaus,Rettig Steven J.,Trotter James
Abstract
Condensation of equimolar amounts of salicylaldehyde, N-hydroxypiperidine, and phenylboronic acid yields the title compound. Crystals of 8,8-pentamethylene-6-phenyl-6,9-epoxy-5,7-dioxa-8-azonia-6-borata-6,7,8,9-tetrahydro-5H-benzocycloheptene are monoclinic, a = 12.773(1), b = 11.9600(7), c = 10.6411(6) Å, β = 103.786(7)°, Z = 4, space group P21/c. The structure was solved by direct methods and was refined by full-matrix least-squares procedures to R = 0.039 and Rw = 0.047 for 2420 reflections with I ≥ 3σ(I). The compound has a bridged heterocyclic B,N-betaine structure with a PhB(OR)3 anionic centre. Bond lengths (corrected for libration) include: B—O(aryl C) = 1.481(2), B—O(alkyl C) = 1.488(2), B—O(N) = 1.539(2), and B—C = 1.591(2) Å. Keywords: organoboron, boron compounds, crystal structure.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
9 articles.
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2. A diphenylboron chelate of an ethylenebishydroxylamine formaldehyde adduct;Acta Crystallographica Section E Structure Reports Online;2002-04-05
3. Novel boron chelate complexes from the reaction of salicylaldehydes, tertiary amines, and diphenylborinic or phenylboronic acid. Crystal and molecular structures of two new types of chelated organoborate salts;Canadian Journal of Chemistry;1997-09-01
4. Structural studies of organoboron compounds LVIII. 4-(1′-azoniabicyclo[2.2.2]-octanyl)-2,2-diphenyl-2-borata-1,3-dioxa-1,2,3,4-tetrahydronaphthalene;Canadian Journal of Chemistry;1993-06-01
5. Structural studies of organoboron compounds. LVII. Synthesis and structure of bicyclic boron-nitrogen betaines. 1-Methyl-5-(3-nitrophenyl)-4,6,9-trioxa-1-azonia-5-boratabicyclo[3.3.1]nonane and 3,3,4-trimethyl-1-(3-nitrophenyl)-2,6,7-trioxa-3-azonia-1-boratabicyclo[2.2.2]octane;Canadian Journal of Chemistry;1993-02-01