Studies on the Application of Lanthanoid Metal to Organic Reactions──The Reaction of NdCl3/Lithium Naphthalide System with Carbonyl Compounds

Chem. J. Chinese Universities ›› 1994, Vol. 15 ›› Issue (1): 67.

• Articles • Previous Articles Next Articles

Studies on the Application of Lanthanoid Metal to Organic Reactions──The Reaction of NdCl₃/Lithium Naphthalide System with Carbonyl Compounds

BAO Jian-Chun, ZHANG Jin-Ju, BEI Mei-Zhi

Department of Chemistry, Nanjing Normal University, Nanjing, 210024

Received:1993-03-14 Revised:1993-08-16 Online:1994-01-24 Published:1994-01-24

Abstract

Abstract: The active neodymium metal(Nd^*) prepared by the reduction of anhydrous NdCl₃ with LiNp(LiNp=Lithium Naphthalide)shows a higher reactivity in its reaction with carbonyl compounds.The reaction of Nd^* with carbonyl compounds followed by hydrolysis,produces the corresponding alcohols,pinacols and alkenes depending not only on the nature of the carbonyl compounds but also on the molar ratio of Nd^*:RCOR' and the reaction time and temperature.The reaction of benzophenone with Nd^* is studied in detail.The effect of.the different molar ratios of Nd^*:RCOR' or adding the ligand or changing the solvent shows different selectivities of the reaction,The mechanism of the reaction of Nd^* with benzophenone is discussed.

Key words: Active neodymium metal, Lithium naphthalide, Carbonyl compound

TrendMD:

BAO Jian-Chun, ZHANG Jin-Ju, BEI Mei-Zhi. Studies on the Application of Lanthanoid Metal to Organic Reactions──The Reaction of NdCl₃/Lithium Naphthalide System with Carbonyl Compounds[J]. Chem. J. Chinese Universities, 1994, 15(1): 67.

[1]	MA Xue-Lin, ZHANG Xiao-Yong, YONG Sheng-Li, DUAN Li-Ping, WU Zhen-Yu. Synthesis of Multiaryl-substituted Mannich Base Catalysed by Silica-supported Rare Earth Samarium Chloride [J]. Chem. J. Chinese Universities, 2013, 34(12): 2759.
[2]	ZHU Min*, LI Li, SUN Na-Bo, LI He. Convenient Asymmetric Direct α-Phenylethynylation of β-Dicarbonyl Compounds [J]. Chem. J. Chinese Universities, 2009, 30(12): 2400.
[3]	GAO Yu-Xiang^1,2, SUN Jun³, XU Xian-Xiu^1*, LIU Qun¹. Convenient Synthesis of Highly Functionalized α-Cyanothiophene Derivatives via Three-component Reaction [J]. Chem. J. Chinese Universities, 2009, 30(1): 64.
[4]	OUYANG Yan, YU Hai-Feng, DONG De-Wen, LIU Jun, WANG Mang, LIU Qun. Application of 2-(1,3-Dithian-2-ylidene)-3-oxobutanoic Acid as 1,3-Propanedithiol Equivalent in Thioacetalization Reactions [J]. Chem. J. Chinese Universities, 2005, 26(12): 2237.
[5]	OU Yang-Yan, YU Hai-Feng, DONG De-Wen, LIU Jun, WANG Mang, LIU Qun. Application of 2-(1,3-Dithian-2-ylidene)-3-oxobutanoic Acid as 1,3-Propanedithiol Equivalent in Thioacetalization Reactions [J]. Chem. J. Chinese Universities, 2005, 26(12): 2237.
[6]	DU Da-Ming, WANG Yong-Mei, MENG Shuang-Ming, LIANG Shu-Sen, MENG Ji-Ben, ZHOU Xiu-Zhong. Studies on Solid State Reaction of 1-Phenyl-3-methyl-5-Pyrazolone with Dicarbonyl Compounds [J]. Chem. J. Chinese Universities, 1996, 17(1): 81.
[7]	BAO Jian-Chun, BEI Mei-Zhi. Studies on the Application of Lanthanoid Metalto Organic Reactions──The Reaction of Anhydrous NdCl₃/Lithium Naphthalide System with Ketones or Isocyanates or Isothiocyanates [J]. Chem. J. Chinese Universities, 1995, 16(6): 881.
[8]	LIU Liang-Xian, CHEN Mi-Feng, CAI Kun . The Selective Oxidation of Active Carbon-Hydrogen Bonds in Carbonyl Compounds, Benzylic Compounds and Fused Ring Aromatic Hydrocarbons with ACC [J]. Chem. J. Chinese Universities, 1993, 14(6): 809.
[9]	XIAO Ya-Ping, BEI Mei-Zhi . Application of Electrochemical Synthesis by Using Sacrificial Metal Anode(Ⅰ)——Reductive Coupling of Carbonyl Compounds [J]. Chem. J. Chinese Universities, 1992, 13(9): 1231.
[10]	Qiu Changlong, Zhang Yuhong, Zhang Xiucheng . The Syntheses and Properties of Substituted Semicarbazones and Thiosemicarbazones Containing Ferrocenyl Group [J]. Chem. J. Chinese Universities, 1990, 11(3): 307.
[11]	Hu Xiang . The Syntheses and Characterization of Ruthenium Carbonyl Chlorodimethylsilyl Derivatives [J]. Chem. J. Chinese Universities, 1990, 11(1): 1.
[12]	Guo Chunxiao, Chen Maiming, Wang Jingli, Chen Erting. Studies on Electronic Structures of Vanadium Carbonyls V(CO)_n [J]. Chem. J. Chinese Universities, 1989, 10(12): 1215.

Studies on the Application of Lanthanoid Metal to Organic Reactions──The Reaction of NdCl₃/Lithium Naphthalide System with Carbonyl Compounds

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 12

Recommended Articles

Metrics

Comments