N-heterocyclic carbene-facilated condensation of 3-methylphenylboronic acid to the boroxine

Dongxiang Zhang; Jie Li; Xiao Dong; Xing Zhou; Zhi Yang; Herbert W. Roesky

doi:10.5560/ZNB.2013-2342

N-heterocyclic carbene-facilated condensation of 3-methylphenylboronic acid to the boroxine

Dongxiang Zhang, Jie Li, Xiao Dong, Xing Zhou, Zhi Yang^*, Herbert W. Roesky

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

The adduct of (3-MeC₆H₄)₃B ₃O₃ with an N-heterocyclic carbene (NHC=1,3-diethyl-4,5- dimethylimidazol-2-ylidene) was prepared by reacting 2.5 equiv. of 3-methylphenylboronic acid with 1 equiv. of the NHC. This reaction shows a novel carbene-facilitated condensation of substituted phenylboronic acid monomers. The structure of the compound (3-MeC₆H₄)₃B ₃O₃(NHC) (1) has been characterized by ¹H NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction studies.

Original language	English
Pages (from-to)	453-457
Number of pages	5
Journal	Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume	68
Issue number	5-6
DOIs	https://doi.org/10.5560/ZNB.2013-2342
Publication status	Published - 2013

Keywords

Adduct
Boroxine
Carbene

Access to Document

10.5560/ZNB.2013-2342

Cite this

Zhang, D., Li, J., Dong, X., Zhou, X., Yang, Z., & Roesky, H. W. (2013). N-heterocyclic carbene-facilated condensation of 3-methylphenylboronic acid to the boroxine. Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 68(5-6), 453-457. https://doi.org/10.5560/ZNB.2013-2342

@article{3f42c62d18f64583a9f7329463e5e224,

title = "N-heterocyclic carbene-facilated condensation of 3-methylphenylboronic acid to the boroxine",

abstract = "The adduct of (3-MeC6H4)3B 3O3 with an N-heterocyclic carbene (NHC=1,3-diethyl-4,5- dimethylimidazol-2-ylidene) was prepared by reacting 2.5 equiv. of 3-methylphenylboronic acid with 1 equiv. of the NHC. This reaction shows a novel carbene-facilitated condensation of substituted phenylboronic acid monomers. The structure of the compound (3-MeC6H4)3B 3O3(NHC) (1) has been characterized by 1H NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction studies.",

keywords = "Adduct, Boroxine, Carbene",

author = "Dongxiang Zhang and Jie Li and Xiao Dong and Xing Zhou and Zhi Yang and Roesky, {Herbert W.}",

year = "2013",

doi = "10.5560/ZNB.2013-2342",

language = "English",

volume = "68",

pages = "453--457",

journal = "Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences",

issn = "0932-0776",

publisher = "Walter de Gruyter GmbH",

number = "5-6",

}

TY - JOUR

T1 - N-heterocyclic carbene-facilated condensation of 3-methylphenylboronic acid to the boroxine

AU - Zhang, Dongxiang

AU - Li, Jie

AU - Dong, Xiao

AU - Zhou, Xing

AU - Yang, Zhi

AU - Roesky, Herbert W.

PY - 2013

Y1 - 2013

N2 - The adduct of (3-MeC6H4)3B 3O3 with an N-heterocyclic carbene (NHC=1,3-diethyl-4,5- dimethylimidazol-2-ylidene) was prepared by reacting 2.5 equiv. of 3-methylphenylboronic acid with 1 equiv. of the NHC. This reaction shows a novel carbene-facilitated condensation of substituted phenylboronic acid monomers. The structure of the compound (3-MeC6H4)3B 3O3(NHC) (1) has been characterized by 1H NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction studies.

AB - The adduct of (3-MeC6H4)3B 3O3 with an N-heterocyclic carbene (NHC=1,3-diethyl-4,5- dimethylimidazol-2-ylidene) was prepared by reacting 2.5 equiv. of 3-methylphenylboronic acid with 1 equiv. of the NHC. This reaction shows a novel carbene-facilitated condensation of substituted phenylboronic acid monomers. The structure of the compound (3-MeC6H4)3B 3O3(NHC) (1) has been characterized by 1H NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction studies.

KW - Adduct

KW - Boroxine

KW - Carbene

UR - http://www.scopus.com/inward/record.url?scp=84879904725&partnerID=8YFLogxK

U2 - 10.5560/ZNB.2013-2342

DO - 10.5560/ZNB.2013-2342

M3 - Article

AN - SCOPUS:84879904725

SN - 0932-0776

VL - 68

SP - 453

EP - 457

JO - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

JF - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

IS - 5-6

ER -

N-heterocyclic carbene-facilated condensation of 3-methylphenylboronic acid to the boroxine

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this