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

Kliegel, Wolfgang; Drückler, Klaus; Rettig, Steven J.; Trotter, James

doi:10.1139/v93-122

Cited by 4 publications

(2 citation statements)

References 10 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The BONCCO ring system, as in (IV), is well known (Kliegel el al., 2000, and reference No. 3 therein), and was also established by an X-ray structure analysis (Ebeling et al, 1989), and a BOCCCO chelate ring, as in (V), has been proved for the six-membered diphenylboron chelates of salicylaldehyde derivatives (Kliegel et al, 1993(Kliegel et al, , 1997. As discussed above for (III), a low-®eld hydroxyl proton signal of the N CÐOH or the C NÐOH form of the hydroxamic acid moiety could be expected in the 1 H NMR spectrum of (IV) or (V), but is not found.…”

Section: Commentmentioning

confidence: 74%

Diphenylboron chelate of an 3-hydroxy-N-(2-hydroxyalkyl)hydroxamic acid

et al. 2002

Self Cite

View full text Add to dashboard Cite

4‐[(1‐Hydroxycyclohexyl)methyl]‐5‐(2‐hydroxy‐1‐phenylethyl)‐2,2‐diphenyl‐1,3‐dioxa‐4‐azonia‐2‐borata‐4‐cyclopentene benzene hemisolvate, C28H32BNO4·0.5C6H6, contains a five‐membered BONCO heterocycle with a B‐envelope conformation, formed by the hydroxamate portion of the molecule. Bond lengths and angles are similar to those in related compounds. The crystal structure contains a molecule of benzene lying on a crystallographic inversion centre. The heterocycle molecules are linked by pairs of O—H⋯O hydrogen bonds and possible O—H⋯π‐interactions.

show abstract

Section: Commentmentioning

confidence: 74%

Diphenylboron chelate of an 3-hydroxy-N-(2-hydroxyalkyl)hydroxamic acid

et al. 2002

Self Cite

View full text Add to dashboard Cite

show abstract

“…A search for crystal structures containing a 1,3-dioxa-2borata-1,2,3,4-tetrahydronaphthalene fragment in which the boron atom bears two additional carbon atoms resulted in five hits with refcodes ALUBOA (Light et al, 2016), PEWLOS (Kliegel et al, 1993), PUSBIO (Kliegel et al, 1997), SEZGEJ and SEZGIN (Kliegel et al, 1989). For all hits, the two carbon substituents are two phenyl groups.…”

Section: Database Surveymentioning

confidence: 99%

Unusual reaction of (E)-2-[(benzo[d]thiazol-2-ylimino)methyl]-5-(diethylamino)phenol with triphenylborane: crystal structures and optical properties

Le Thi Hong,

Le Phuong,

Van Pham

et al. 2023

Acta Cryst E

View full text Add to dashboard Cite

The molecular and crystal structure of (E)-2-[(benzo[d]thiazol-2-ylimino)methyl]-5-(diethylamino)phenol (C18H19N3O2S, Et2N-Bz) and its unexpected reaction product with triphenylborane, 2,2-diphenyl-1,3-dioxa-2-borata-1,2-dihydronaphthalene [systematic name: N,N-diethyl-2,2-diphenyl-2H-1,3λ3,2λ4-benzodioxaborinin-7-amine, C23H24BNO2, (I)] are described. For Et2N-Bz, the hydroxyl group is involved in an intramolecular hydrogen bond with the imino nitrogen atom and the C=N bond displays an E configuration. The crystal packing is characterized by layers of inversion dimers parallel to the (10\overline{1}) plane and chains of molecule in the a-axis direction formed through C—H...O interactions. Complex (I) crystallizes with two molecules (A and B) in the asymmetric unit, which differ in the orientation of the ethyl groups. The 1,3-dioxa-2-borata-1,2,3,4-tetrahydronaphthalene ring displays a slight envelope conformation with the boron atom as the flap. In the crystal packing, chains of alternating A and B molecules formed by C—H...O hydrogen bonds run in the b-axis direction. The UV–vis absorption and emission properties of the compounds are discussed and their aggregation-induced emission properties are further investigated.

show abstract

Preparation and Characterization of Boron Chelates with Pyridoxine. The Crystal and Molecular Structures of [B(H₂pdn)(Hpdn)]·H₂O and [Ph₂B(H₂pdn)] (H₃pdn = Pyridoxine)

Sousa

Bessler

Lemos

et al. 2007

Zeitschrift anorg allge chemie

View full text Add to dashboard Cite

The 1:2 complex of boric acid with pyridoxine (1) crystallizes from aqueous solution as monohydrate in the triclinic space group P1. The molecular structure of 1 corresponds to the expected bis-chelate containing two non-equivalent pyridoxinate ligands, one of them being dianionic and the other one monanionic, betain-like with a protonated pyridine nitrogen atom. In the crystal structure hydrogen bonding, involving the water molecule, provides a supramolecular arrangement in form of sheets parallel to [011]. The 1 H and 13 C NMR spectra of 1 reveal a fast proton exchange between 771 the two ligands in aqueous solution. Two new boron-pyridoxine complexes [Ph 2 B(H 2 pdn)] (2) and [B(C 2 O 4 )(H 2 pdn)] (3) (H 3 pdn ϭ pyridoxine) were prepared and characterized. In The crystal structure of 2 (monoclinic, P2 1 /c) the molecules are linked to chains by N-H···O hydrogen bonds along the b axis.

show abstract

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

Cited by 4 publications

References 10 publications

Diphenylboron chelate of an 3-hydroxy-N-(2-hydroxyalkyl)hydroxamic acid

Diphenylboron chelate of an 3-hydroxy-N-(2-hydroxyalkyl)hydroxamic acid

Unusual reaction of (E)-2-[(benzo[d]thiazol-2-ylimino)methyl]-5-(diethylamino)phenol with triphenylborane: crystal structures and optical properties

Preparation and Characterization of Boron Chelates with Pyridoxine. The Crystal and Molecular Structures of [B(H₂pdn)(Hpdn)]·H₂O and [Ph₂B(H₂pdn)] (H₃pdn = Pyridoxine)

Contact Info

Product

Resources

About

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

Cited by 4 publications

References 10 publications

Diphenylboron chelate of an 3-hydroxy-N-(2-hydroxyalkyl)hydroxamic acid

Diphenylboron chelate of an 3-hydroxy-N-(2-hydroxyalkyl)hydroxamic acid

Unusual reaction of (E)-2-[(benzo[d]thiazol-2-ylimino)methyl]-5-(diethylamino)phenol with triphenylborane: crystal structures and optical properties

Preparation and Characterization of Boron Chelates with Pyridoxine. The Crystal and Molecular Structures of [B(H2pdn)(Hpdn)]·H2O and [Ph2B(H2pdn)] (H3pdn = Pyridoxine)

Contact Info

Product

Resources

About

Preparation and Characterization of Boron Chelates with Pyridoxine. The Crystal and Molecular Structures of [B(H₂pdn)(Hpdn)]·H₂O and [Ph₂B(H₂pdn)] (H₃pdn = Pyridoxine)