Studies on the Biomimetic Oxidation Catalyzed by the Model Compound of Cytochrome P-450(Ⅴ)──The Influence of Substituent R in T(R-T)PFe(Ⅲ)Cl on the Monooxygenation of Cyclohexane

Chem. J. Chinese Universities ›› 1995, Vol. 16 ›› Issue (6): 909.

• Articles • Previous Articles Next Articles

Studies on the Biomimetic Oxidation Catalyzed by the Model Compound of Cytochrome P-450(Ⅴ)──The Influence of Substituent R in T(R-T)PFe(Ⅲ)Cl on the Monooxygenation of Cyclohexane

JIAN Du-Xiao, GU Chen, GUI Ming-De, ZHU Shen-Jie

Department of Chemistry, Nankai University, Tianjin, 300071

Received:1994-06-24 Revised:1995-02-09 Online:1995-06-24 Published:1995-06-24

Abstract

Abstract: The influences of monosubstitution at phenyl rings in a series of T(R-P)PFe(Ⅲ)Cl(R=o,m,p-Me,MeO,Cl,Br,I,NO₂, o-t-Bu,p-t-Bu,o-NH₂,Et,i-Pr)on the biomimetic catalytic monooxygenation of cyclohexane with PhIO were studied.The yields of cyclohexanol were increased by the electron-with drawing substituents Rin these catalysts T(R-I)PFe(Ⅲ)Cl.Afair linear correlation between the yield of cyclohexanol and para substituent constant σ_pis presented as:lgY_R/Y_H=3. 2σ_p-0. 03. The steric effect of all ortho substituents in T(R-P)PFe(Ⅲ)Cl increased the yield of cyclohexanol sufficiently.

Key words: T(R-P)PFe(Ⅲ)Cl, Cyclohexane, Monooxygenation, Substituent effect

TrendMD:

JIAN Du-Xiao, GU Chen, GUI Ming-De, ZHU Shen-Jie. Studies on the Biomimetic Oxidation Catalyzed by the Model Compound of Cytochrome P-450(Ⅴ)──The Influence of Substituent R in T(R-T)PFe(Ⅲ)Cl on the Monooxygenation of Cyclohexane[J]. Chem. J. Chinese Universities, 1995, 16(6): 909.

[1]	LI Qing, YI Pinggui, TAO Hongwen, LI Yangyang, ZHANG Zhiyu, PENG Wenyu, LI Yuru. Solvent and Substituent Effects on Spectral Characteristics and Excited-state Intramolecular Proton Transfer of 2-(2-Aminophenyl) Benzothiazole^† [J]. Chem. J. Chinese Universities, 2019, 40(7): 1425.
[2]	WANG Meilin, LIU Yudong, LIU Xiaoli, LI Zhiying, LIU Fengqi. Nonisothermal Crystallization Kinetics of ABS/PET/PETG Alloy^† [J]. Chem. J. Chinese Universities, 2018, 39(6): 1290.
[3]	CHEN Baiyan, KANG Chunli, WU Jiayu, WANG Yixue, GUO Zhixin, BAO Siqi, ZHONG Yubo, TIAN Tao, XUE Honghai. Rose Bengal-sensitized Photolysis of γ-Hexachlorocyclohexane in Ice^† [J]. Chem. J. Chinese Universities, 2017, 38(5): 791.
[4]	MA Zichuan, LI Junshu, XING Shengtao. Facile Cyclohexane-mediated Hydrothermal Synthesis of Modified δ-MnO₂ with Enhanced Fenton-like Catalytic Activity^† [J]. Chem. J. Chinese Universities, 2017, 38(4): 636.
[5]	BAO Siqi, KANG Chunli, ZHONG Yubo, ZHOU Lin, YAO Zhifu, HUANG Dongmei, WANG Yuhan, TIAN Tao. Photoconversion of γ-Hexachlorocyclohexane in the Presence of Humic Acid in Ice^† [J]. Chem. J. Chinese Universities, 2016, 37(12): 2253.
[6]	LIU Peng, LI Shushi, WANG Changsheng. Effects of Substituents on the Binding Energy in Hydrogen-bonded Complexes Containing Adenine and Thymine^† [J]. Chem. J. Chinese Universities, 2014, 35(1): 154.
[7]	ZHU Yan, YAO Wei-Qin, CHEN Shao-Jie, TIAN Long-Zhao, YUAN Shuai. Phase Diagram and Temperature Influence of SDS/n-pentanol-cyclohexane-water Pseudo Ternary Systems [J]. Chem. J. Chinese Universities, 2013, 34(5): 1254.
[8]	SUN Yuan-Yuan, SHAN Ning, WANG Bin-Bin, LIAN Wen-Hui, YU Miao, SHI Tong-Shun. Synthesis and Characterization of Bis-porphyrins with Different Substituents [J]. Chem. J. Chinese Universities, 2012, 33(03): 496.
[9]	WANG Zhao-Shen, LIU Chen-Jiang. LiNH₂SO₃ Promoted Synthesis of 1,8-Dioxo-octahydroxanthene Under Solvent-free Conditions [J]. Chem. J. Chinese Universities, 2012, 33(03): 507.
[10]	TAN Ning-Xin, WANG Jing-Bo, HUA Xiao-Xiao, LI Ze-Rong, LI Xiang-Yuan*. Combustion Mechanism and Kinetic Modeling Study of Methyl Cyclohexane at High Temperature [J]. Chem. J. Chinese Universities, 2011, 32(8): 1832.
[11]	ZHOU Wei-You, HU Bing-Cheng*, XU Shi-Chao, SUN Cheng-Guo, LIU Zu-Liang. Catalysis of Metallo-deuteroporphyrins for Cyclohexane Oxidation with Air [J]. Chem. J. Chinese Universities, 2010, 31(4): 723.
[12]	HOU Hai-Yun^1,2*, LIU Song-Tao¹, GENG Xin-Peng¹. Three-liquid-phase Equilibria of Ternary System Water-Cyclohexane-Diethylene Glycol Monobutyl Ether [J]. Chem. J. Chinese Universities, 2008, 29(11): 2249.
[13]	LIANG Ya, GUO Jin-Jing, WEI Rong-Bao*. Synthesis of Novel Spiro-dendrimer [J]. Chem. J. Chinese Universities, 2007, 28(9): 1681.
[14]	ZHU Yu-Jun^1,2, LI Jing¹, YANG Xiang-Guang^1*, WU Yue¹. Effects of Acetic Acid on Product Selectivity in Gas Phase Oxidative Dehydrogenation of Cyclohexane [J]. Chem. J. Chinese Universities, 2006, 27(6): 1118.
[15]	MEI Ze-Min^1,3, DING Hong², MU Ying^1*, SU Qing¹. Luminescence Properties and Substituent Effect of Bis(4-R-1,2-diphenyl\| cyclopentadienyl) Zirconium Dichloride Compounds [J]. Chem. J. Chinese Universities, 2006, 27(5): 901.

Studies on the Biomimetic Oxidation Catalyzed by the Model Compound of Cytochrome P-450(Ⅴ)──The Influence of Substituent R in T(R-T)PFe(Ⅲ)Cl on the Monooxygenation of Cyclohexane

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments