Citation: SU Qing, ZHAO Tian-Qi, ZHANG Jie, LI Pei, ZHAO Qing, YE Ling. 6,8-Di-tert-butyl-3-(2,4-dimethyl-quinolin-7-yl)-3,4-dihydro-2H-benzo[e] [1,3]oxazine:Synthesis, Crystal Structure and Luminescent Properties[J]. Chinese Journal of Structural Chemistry, ;2014, 33(2): 237-243. shu

6,8-Di-tert-butyl-3-(2,4-dimethyl-quinolin-7-yl)-3,4-dihydro-2H-benzo[e] [1,3]oxazine:Synthesis, Crystal Structure and Luminescent Properties

SU Qing ^a ,
ZHAO Tian-Qi ^a ,
ZHANG Jie ^a ,
LI Pei ^a ,
ZHAO Qing ^b ,
YE Ling ^c

1.
a School of Chemistry, Jilin University, Changchun 130012, China;
2.
b Department of Neurology China-Japan Union Hospital, Jilin University, Changchun 130033, China;
3.
c State Key Laboratory of Supramolecular Structure and Materials, Jilin University, Changchun 130012, China

Received Date: 4 July 2013
Available Online: 28 November 2013
Fund Project: Jilin Province Science and Technology Division (No.20100751) (No.450060445023)

6,8-Di-tert-butyl-3-(2,4-dimethyl-quinolin-7-yl)-3,4-dihydro-2H-benzo[e] [1,3]oxa-zine (1) was obtained by one-pot reaction starting from 2,4-di-tert-butylphenol, 7-amino-2,4-dimethyl-quinoline and paraformaldehyde. The compound was structurally characterized by NMR, IR and single-crystal X-ray diffraction along with the elemental analysis. Compound 1 crystallizes as solvate with chloroform. The solvate 1·CHCl₃ (C₂₈H₃₅Cl₃N₂O, M_r=521.93) belongs to the triclinic system, space group P1 with a=10.852(2), b=11.352(2), c=13.050(3) Å, α=101.95(3), β=92.94(3), γ=114.64(3)o, V=1412.4(5) Å³, Z=2, D_c=1.227 g/cm³, F(000)=552, μ=0.347 mm^-1, R=0.0959 and wR=0.2725 (I>2σ(I)). The chloroform molecule displays a rotational disorder as one chloro atom can be located at two different positions. The packing of 1·CHCl₃ was further stabilized by intramolecular C-H…O interactions, intermolecular C-H…N interactions, C-H…π interactions, and π…π interactions. The luminescent properties of compound 1 in both methylene chloride solution and the solid state were studied.
- Mannich reaction,
- crystal structure,
- quinoline derivatives,
- synthesis,
- luminescent properties
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