ChemInform Abstract: Structural Studies of Organoboron Compounds. Part 66. Synthesis of C-Aryl-N-(2-hydroxyphenylmethyl)nitrones and Their Reaction with Diphenylborinic or Carboxylic Acid Derivatives. Crystal and Molecular Structures of a Free Nitrone Lig

ChemInform ◽  
2010 ◽  
Vol 29 (26) ◽  
pp. no-no
Author(s):  
W. KLIEGEL ◽  
J. METGE ◽  
S. J. RETTIG ◽  
J. TROTTER
Keyword(s):  
Carboxylic Acid ◽  
Molecular Structures ◽  
Structural Studies ◽  
Organoboron Compounds ◽  
Crystal And Molecular Structures

Structural studies of organoboron compounds. XV. Crystal and molecular structures of (3-aminopropanolato)diphenylboron, (2-N,N-dimethylaminoethanolato)diphenylboron, and (2-N,N-dimethylaminoethanolato)diphenylboron – diphenylborinic acid (1:1)

1983 ◽  
Vol 61 (10) ◽  
pp. 2334-2340 ◽  
Author(s):  
Steven J. Rettig ◽  
James Trotter
Keyword(s):  
Least Squares ◽  
Boron Atom ◽  
Direct Methods ◽  
Molecular Structures ◽  
Structural Studies ◽  
Organoboron Compounds ◽  
Full Matrix ◽  
Space Group ◽  
Crystal And Molecular Structures

Crystals of (3-aminopropanolato)diphenylboron are monoclinic, a = 9.6717(13). b = 9.8867(6), c = 14.452(2) Å, β = 99.500(7)°, Z = 4, space group P21/n: those of (2-N,N-dimethylaminoethanolato)diphenylboron are monoclinic, a = 7.0721(4), b = 16.8829(4), c = 12.0975(8) Å, β = 97.875(3)°, Z = 4, space group Cc; and those of (2-N,N-dimethylaminoethanolato)diphenylboron – diphenylborinic acid (1:1) are monoclinic. a = 11.3231(10). b = 19.3190(12). c = 12.2451(11) Å, β = 109.321(4)°, Z = 4, space group P21/n. All three structures were solved by direct methods and were refined by full-matrix least-squares procedures to final R values of 0.038. 0.031, and 0.040 for 1522, 1649, and 2420 reflections with I ≥ 3σ(I) respectively. Each structure contains a tetrahedrally coordinated boron atom. The libration-corrected B—O, B—N, and mean B—C distances are: 1.481(2), 1.643(3), and 1.623(3) Å for (3-aminopropanolato)diphenylboron; 1.476(2), 1.691 (2), and 1.625(7) Å for (2-N,N-dimethylaminoethanolato)diphenylboron. The Ph2BOH molecule contains a trigonal-planar boron atom with B—O = 1.354(3) Å and mean B—C = 1.572(3) Å.

Structural studies of organoboron compounds. XII. Crystal and molecular structures of (acetylacetonato)diphenylboron and (tropolonato)diphenylboron

1982 ◽  
Vol 60 (23) ◽  
pp. 2957-2964 ◽  
Author(s):  
Steven J. Rettig ◽  
James Trotter
Keyword(s):  
Least Squares ◽  
Chelate Ring ◽  
Direct Methods ◽  
Molecular Structures ◽  
Structural Studies ◽  
Organoboron Compounds ◽  
Full Matrix ◽  
Space Group ◽  
Crystal And Molecular Structures ◽  
The Mean

There are two crystalline modifications of (acetylacetonato)diphenylboron: triclinic, a = 8.3557(8), b = 9.3519(8), c = 9.6103(9) Å, α = 96.094(5), β = 94.904(6), γ = 93.489(6)°, Z = 2, space group [Formula: see text], and monoclinic, a = 11.6329(11), b = 17.1628, c = 7.6542(6) Å, β = 97.669(4)°, Z = 4, space group P21/c. Crystals of (tropolonato)diphenylboron are monoclinic, a = 12.1596(5), b = 10.2614(4), c = 12.4883(6) Å, β = 100.965(2)°, Z = 4, space group P21/c. All three structures were solved by direct methods and were refined by full-matrix least-squares procedures to R values of 0.046, 0.041, and 0.035 for 2465, 2124, and 1722 reflections with I ≥ 3σ(I) respectively. Each structure consists of discrete molecules containing tetrahedrally coordinated boron atoms, both the acetylacetonato and tropolonato moieties being delocalized and symmetric. The chelate rings in both forms of (acetylacetonato)-diphenylboron have distorted B-envelope conformations while the chelate ring in (tropolonato)diphenylboron is essentially planar. The mean B—O and B—C distances (corrected for libration) are: 1.543(4) and 1.605(4) Å in triclinic, 1.533(3) and 1.607(4) Å in monoclinic (acetylacetonato)diphenylboron, and 1.555(11) and 1.605(6) Å in (tropolonato)diphenylboron.

Synthesis of C-aryl-N-(2-hydroxyphenylmethyl)-nitrones and their reaction with diphenylborinic or carboxylic acid derivatives. Crystal and molecular structures of a free nitrone ligand and its diphenyl–boron chelate

1997 ◽  
Vol 75 (12) ◽  
pp. 1830-1843 ◽  
Author(s):  
Wolfgang Kliegel ◽  
Jörg Metge ◽  
Steven J. Rettig ◽  
James Trotter
Keyword(s):  
Carboxylic Acid ◽  
Electron Distribution ◽  
Direct Methods ◽  
Molecular Structures ◽  
State Structure ◽  
Space Group ◽  
Crystal And Molecular Structures ◽  
New Type ◽  
Boron Chelate ◽  
Diphenylboron Chelate

The syntheses of a number of aromatic aldonitrones of N-(2-hydroxyphenylmethyl)hydroxylamine and their subsequent reactions with diphenylborinic or carboxylic acid derivatives are reported. Crystals of 8-(4-dimethylaminophenylmethylene)-6,6-diphenyl-5,7-dioxa-8-azonia-6-borata-5H-6,7,8,9-tetrahydrobenzocycloheptene, 2b, are triclinic, a = 10.6802(8), b = 11.1809(4), c =10.1520(3) Å, α = 105.847(3)°, β = 92.567(4)°, γ = 84.610(5)°, Z = 2, space group PĪ, and those of C-(4-dimethylaminophenyl)-N-(2-hydroxyphenylmethyl)nitrone, 6e, are monoclinic, a = 12.2319(8), b = 7.071(1), c = 17.2005(9) Å, β = 107.520(4)°, Z = 4, space group P21/a. The structures were solved by direct methods and refined by full-matrix least-squares procedures to R = 0.035 and 0.032 (Rw = 0.036 and 0.032) for 3379 and 1800 reflections with I ≥ 3σ(I), respectively. Compound 2b is representative of a new type of heterocyclic B,N-betaine. The solid state structure of 6e (the precursor to 2b) shows that only small topological changes, but significant changes in the electron distribution, occur upon the formation of the diphenylboron chelate. Keywords: aromatic aldonitrones, organoboron compounds, crystal structures.

Structural studies of organoboron compounds. XXXIII. 4,4-Dimethyl-2,2-diphenyl-1,3-dioxa-4-azonia-2-boratacyclohexaneand 3,3-dimethyl-2-phenoxy-2-phenyl-1-oxa-3-azonia-2-boratacyclopentane

1989 ◽  
Vol 67 (5) ◽  
pp. 933-940 ◽  
Author(s):  
Eckardt Ebeling ◽  
Wolfgang Kliegel ◽  
Steven J. Rettig ◽  
James Trotter
Keyword(s):  
Physical Properties ◽  
Crystal Structures ◽  
Direct Methods ◽  
Molecular Structures ◽  
Structural Studies ◽  
Boron Compounds ◽  
Organoboron Compounds ◽  
Thermally Induced ◽  
Full Matrix ◽  
Space Group

Details of the syntheses, physical properties, and crystal structures of the title compounds are reported. Crystals of 4,4-dimethyl-2,2-diphenyl-1,3-dioxa-4-azonia-2-boratacyclohexane, 3, are monoclinic, a = 6.512(1), b = 15.765(2), c = 14.342(4) Å, β = 93.170(7)°, Z = 4, space group Pn, and those of 3,3-dimethyl-2-phenoxy-2-phenyl-1-oxa-3-azonia-2-boratacyclopentane, 4, are orthorhombic, a = 13.5829(8), b = 16.940(1), c = 6.3181(4) Å, Z = 4, space group P21212. Both structures were solved by direct methods and were refined by full-matrix least-squares procedures to R = 0.034 and 0.034 for 1974 and 1478 reflections with I ≥ 3σ(I), respectively. The molecular structures are discussed in terms of the thermally-induced 1,2-migration of B-substituents by which 3 is converted to 4. Keywords: crystal structures, boron compounds, organoboron compounds.

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