Synthesis, structure, and characterization of a novel heterocyclic organosilicon-quinone adduct

Congjian Ni; Xiaoli Ma; Zhi Yang

doi:10.1039/d5nj00982k

Synthesis, structure, and characterization of a novel heterocyclic organosilicon-quinone adduct

Congjian Ni
, Xiaoli Ma^*
, Zhi Yang^*

^*Corresponding author for this work

Beijing Institute of Technology

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

Abstract

A novel heterocyclic organosilicon compound (2) was synthesized via the reaction of [PhC(N^tBu)₂]SiCl with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The structure was confirmed through ¹H, ¹³C, and ²⁹Si NMR; IR spectroscopy; elemental analysis; and single crystal X-ray diffraction analysis. The Si(1)-O(1)-Ph-O(2)-Si(2)-O(3)-Ph-O(4) ring exhibits near planarity. The surface interactions of compound 2 were predicted using Hirshfeld surface analysis. Molecular electrostatic potential showed the charge density on the molecular surface. In addition, the Fukui function calculated the reactivity at different sites in compound 2.

Original language	English
Pages (from-to)	13352-13356
Number of pages	5
Journal	New Journal of Chemistry
Volume	49
Issue number	31
DOIs	https://doi.org/10.1039/d5nj00982k
Publication status	Published - 4 Aug 2025
Externally published	Yes

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title = "Synthesis, structure, and characterization of a novel heterocyclic organosilicon-quinone adduct",

abstract = "A novel heterocyclic organosilicon compound (2) was synthesized via the reaction of [PhC(NtBu)2]SiCl with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The structure was confirmed through 1H, 13C, and 29Si NMR; IR spectroscopy; elemental analysis; and single crystal X-ray diffraction analysis. The Si(1)-O(1)-Ph-O(2)-Si(2)-O(3)-Ph-O(4) ring exhibits near planarity. The surface interactions of compound 2 were predicted using Hirshfeld surface analysis. Molecular electrostatic potential showed the charge density on the molecular surface. In addition, the Fukui function calculated the reactivity at different sites in compound 2.",

author = "Congjian Ni and Xiaoli Ma and Zhi Yang",

note = "Publisher Copyright: {\textcopyright} 2025 The Royal Society of Chemistry.",

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doi = "10.1039/d5nj00982k",

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T1 - Synthesis, structure, and characterization of a novel heterocyclic organosilicon-quinone adduct

AU - Ni, Congjian

AU - Ma, Xiaoli

AU - Yang, Zhi

PY - 2025/8/4

Y1 - 2025/8/4

N2 - A novel heterocyclic organosilicon compound (2) was synthesized via the reaction of [PhC(NtBu)2]SiCl with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The structure was confirmed through 1H, 13C, and 29Si NMR; IR spectroscopy; elemental analysis; and single crystal X-ray diffraction analysis. The Si(1)-O(1)-Ph-O(2)-Si(2)-O(3)-Ph-O(4) ring exhibits near planarity. The surface interactions of compound 2 were predicted using Hirshfeld surface analysis. Molecular electrostatic potential showed the charge density on the molecular surface. In addition, the Fukui function calculated the reactivity at different sites in compound 2.

AB - A novel heterocyclic organosilicon compound (2) was synthesized via the reaction of [PhC(NtBu)2]SiCl with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The structure was confirmed through 1H, 13C, and 29Si NMR; IR spectroscopy; elemental analysis; and single crystal X-ray diffraction analysis. The Si(1)-O(1)-Ph-O(2)-Si(2)-O(3)-Ph-O(4) ring exhibits near planarity. The surface interactions of compound 2 were predicted using Hirshfeld surface analysis. Molecular electrostatic potential showed the charge density on the molecular surface. In addition, the Fukui function calculated the reactivity at different sites in compound 2.

UR - https://www.scopus.com/pages/publications/105012368314

U2 - 10.1039/d5nj00982k

DO - 10.1039/d5nj00982k

M3 - Article

AN - SCOPUS:105012368314

SN - 1144-0546

VL - 49

SP - 13352

EP - 13356

JO - New Journal of Chemistry

JF - New Journal of Chemistry

IS - 31

ER -

Synthesis, structure, and characterization of a novel heterocyclic organosilicon-quinone adduct

Abstract

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