Study on reaction of transition-metal hydrides with heterocumulenes IV. reaction of Cp2Zr(H)Cl, (Cp2ZrH2)x with rnco (R=C6H5, \a\-C10H7

Abstract

Oxygen-bridging zirconocene complex (Cp2ZrCl)2O and Schiff base products RN=CH2 (R = Ph, a-naphthyl) were formed by reactions of Cp2Zr(H)Cl with phenyl- and a-naphthylisocyanate in C6H6 at 5~10? At 25~30? amines RNHMe, and a very small amount of RNHCONHR were also formed. However, when (Cp2ZrH2)x reacted with phenyl- and a-naphthylisocyanate both addition and deoxygenation reactions took place and yielded bidentate complexes I. These products were identified by elemental anal., IR, 1H & 13C NMR and GC-MS spectra, the differences between these two reactions and the reaction mechanisms were studied.

Key words: CARBOXYLIC ACID ESTER, HYDRIDES, TRANSITION METAL COMPOUND, METALLOCENES, ADDITION REACTION, DEOXIDIZATION, ISOCYANATE

CLC Number:

O627

Cite this article

WANG MEI;BEI MEIZHI;GUO HEFU. Study on reaction of transition-metal hydrides with heterocumulenes IV. reaction of Cp2Zr(H)Cl, (Cp2ZrH2)x with rnco (R=C6H5, \a\-C10H7[J]. Chin. J. Org. Chem., 1986, 6(6): 469-472.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Zujia Chen, Shiwei Yu, Yongjun Zhou, Huanqing Li, Qiwen Qiu, Miaoxin Li, Zhaoyang Wang. Application of BF₃•OEt₂ in Organic Synthesis as a Catalyst or Synthon [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3107-3118.
[2]	Zuliang Chen, Yingjing Wei, Junliang Zhang. Recent Advances in Cycloaddition Reactions of Donor-Acceptor Aziridines via Carbon-Carbon Bond Cleavage [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3078-3088.
[3]	Deliang Kong, Wen Dai, Yiling Zhao, Yilin Chen, Hongping Zhu. Study on Oxidative Cycloaddition Reactions of Amidinatoboryl-aminosilylenes toward Ketone and Diketone Molecules [J]. Chinese Journal of Organic Chemistry, 2023, 43(5): 1843-1851.
[4]	Min Lü, Aimei Yang, Yu Zhang, Jianting Sun, Bangguo Wei. Fe(OTf)₃-Catalyzed Synthesis of Boronic Ester Containing N,O-Acetal Structure [J]. Chinese Journal of Organic Chemistry, 2023, 43(5): 1777-1785.
[5]	Luomo Li, Xiaohui Yang. Recent Advances in Ionic Transfer Reactions [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 1036-1044.
[6]	Junxiu Liang, Yazhou Liu, Amu Wang, Yanchao Wu, Xiaofeng Ma, Huijing Li. Dearomatization of Halonaphthols via an Intermolecular [4＋1] Spiroannulation with in situ Formed Aza-ortho-quinone Methides [J]. Chinese Journal of Organic Chemistry, 2023, 43(11): 3888-3899.
[7]	Wei Xiong, Bin Shi, Xuan Jiang, Liangqiu Lu, Wenjing Xiao. Ligand-Switched Pd-Catalyzed Divergent Transformations of Vinyl Cyclic Carbamates and Isocyanates [J]. Chinese Journal of Organic Chemistry, 2023, 43(1): 265-273.
[8]	Junjiao Wang, Yuyu Lv, Yongwei Shang, Zhenli Cui, Ke-Hu Wang, Danfeng Huang, Yulai Hu. Research Progress of Reactions Participated by α-Hydroxy Ketones [J]. Chinese Journal of Organic Chemistry, 2022, 42(8): 2300-2321.
[9]	Haoru Song, Jianting Sun, Min LÜ, Yiwen Liu, Bangguo Wei. Trifluoromethyl Sulfonic Anhydride Mediated Addition of Pyridine with Ynamides [J]. Chinese Journal of Organic Chemistry, 2022, 42(8): 2433-2437.
[10]	Yin Cui, Guofu Zhang, Chengrong Ding. Recent Advances in Lossen Rearrangement [J]. Chinese Journal of Organic Chemistry, 2022, 42(7): 2015-2027.
[11]	Donglan Liu, Haiyan Xu, Yi Hang, Hongfei Lu. 1,6-Addition of Nitrogen Nucleophile to para-Quinone Methides Catalyzed by Recyclable Bismuth Complex: Facile Access to N-Heterocyclic Substituted Unsymmetric Triarylmethane Derivatives [J]. Chinese Journal of Organic Chemistry, 2022, 42(3): 796-802.
[12]	Honghua Zuo, Fangrui Zhong. Reactivity Modulation of Labile Quinones and Biomimetic Catalytic Transformations [J]. Chinese Journal of Organic Chemistry, 2022, 42(3): 665-678.
[13]	Yuyu Guo, Xiangjie Chen, Shiwu Li, Zhihua Cai, Lin He. Synthesis of Mutisubstituted Dihydropyridino[1,2-a]benzimidazole Derivatives via Tandem Reaction of 2-Arylbenzimidazoles [J]. Chinese Journal of Organic Chemistry, 2021, 41(9): 3692-3700.
[14]	Zhenli Xu, Zongxue Zhang, Chenxiang Meng, Xiaoya Zhang, Kai Xu, Lantao Liu, Tao Wang, Haiyun Xu, Guoliang Mao. Ligand-Free Pd-Catalyzed Hydrophosphorylation of Internal Alkynes for the Synthesis of E-Vinylphosphonates [J]. Chinese Journal of Organic Chemistry, 2021, 41(8): 3264-3271.
[15]	Jiabing Sun, Tao Miao, Pinhua Li, Lei Wang. t-BuOK-Mediated Reductive Desulfonylation/Dehydrogenation for the Synthesis of 2-Substituted 1,3-Dienes and Their [4+2] Cycloaddition Reactions [J]. Chinese Journal of Organic Chemistry, 2021, 41(8): 3144-3156.

过渡金属氢化物和聚集双键化合物反应的研究IV.Cp~2Zr(H)Cl,(CP~2ZrH~2)~x与RNCO(R=C~H~5,α-C~10H~7)的反应