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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 51, Number 2
JKCSEZ 51(2)
April 20, 2007 

Synthesis, Characterization and Correlation Analysis in Styryl 6-Methoxy-2-Naphthyl Ketones

Styryl-6-Methoxy-2-Naphthyl Ketone 유도체의 합성 및 특성 분석
G. Thirunarayanan*

G. Thirunarayanan*
비용매 합성, 교차 알돌 응축 반응, 환경 친화적 화학반응, 상관계수 분석법, 적외선, 핵자기 공명, 질량분석법 , Solvent Free Synthesis, Crossed-Aldol Condensation, Environmentally Eco-friendly Benign Reaction, 6-Methoxy-2-naphthyl Chalcones, IR, NMR and Mass Spectra, Correlation Analysis, Electronic
α, β-불포화 케톤 유도체를 실리카-황산 촉매 하에서 비용매 교차 알돌 응축 반응법을 이용하여 합성하였다. 합성 수율은 90% 이상이었으며, 사용된 촉매는 회수 가능하였다. 합성돤 화합물들의 물리화학적인 특성은 IR, NMR, Mass 등의 분광학적 분석 방법을 이용하여 결정하였다. 케톤 생성물에 미치는 치환기 효과는 측정된 분광 데이터와 Hammet 치환기 상수간의 상관관계로 표현되는 다중 상관계수 방정식에 의하여 잘 설명될 수 있었다.

A series of α, β-unsaturated ketones are synthesized by Crossed - Aldol condensation reaction, from ecofriendly 6-methoxy-2-naphthyl ketones and substituted benzaldehydes under solvent free conditions using silica-sulfuric acid as a catalytic reagent. The yields of ketones are more than 90% and the catalyst was reusable for further run. There is no appreciable decrease in the yield of product and the activity of catalyst. These chalcones were characterized by their physical constants and spectral data (IR, 1H-, 13C-NMR and Mass). These spectral data are subjected to correlate various Hammett substituent constants with single and multiparameter correlation equations. From the results of statistical analysis the influence of electronic effects of substituents on the spectral data of the ketones were explained.

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