Electrochemical Properties and Regioselectivity of Cyclopalladation of Chiral Ferrocenylimines Deriving from (S)-Ferrocenylethylamine
Zhigang Yin A C , Hengyu Qian A , Quanling Wang A , Huichao Dong A , Shihai Yan B C , Chunxia Zhang A and Junhua Li AA Key Laboratory of Surface & Interface Science of Henan, School of Material & Chemical Engineering, Zhengzhou University of Light Industry, Zhengzhou 450002, China.
B Lab of Biofuel, Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, China.
C Corresponding authors. Email: yinck2010@yahoo.com.cn; yansh@qibebt.ac.cn
Australian Journal of Chemistry 66(2) 218-226 https://doi.org/10.1071/CH12367
Submitted: 3 August 2012 Accepted: 19 October 2012 Published: 12 December 2012
Abstract
Treatment of a cyclopalladated complex derived from chiral ferrocenylimine (η5-C5H5)Fe(η5-C5H4)–CH(CH3)–N=CH–2-C4H3S, (Sc)-1, with PPh3 produced the heteroannular palladacycle (Sc)-3 in which palladation occurred at the unsubstituted cyclopentadiene ring. While for (η5-C5H5)Fe(η5-C5H4)–CH(CH3)–N=CH–C6H5, (Sc)-4, cyclopalladation took place mainly at the phenyl ring; the heteroannular palladacycle (Sc)-6, as a minor product, was also obtained. Single crystal X-ray analysis, electrochemical, and computational studies have been performed, showing good agreement with experimental results.
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