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Article << Previous     |     Next >>   Contents Vol 66(2)

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 A

A 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 http://dx.doi.org/10.1071/CH12367
Submitted: 3 August 2012  Accepted: 19 October 2012   Published: 12 December 2012


 
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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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