Bis(phosphine)-Pd(II) and -Pt(II) complexes containing chiral tetrazole-thiolato rings: Synthesis, structures, and reactivity toward some electrophiles |
| |
Authors: | Hyuck Hee Lee Young Soo Gyoung Kyung-Eun Lee Soon W Lee |
| |
Institution: | a Department of Chemistry, Kangnung-Wonju National University, Gangneung 210-702, Republic of Korea b Department of Chemistry, Sungkyunkwan University, Natural Science Campus, Suwon 440-746, Republic of Korea |
| |
Abstract: | Bis(azido)bis(phosphine)-Pd(II) and -Pt(II) complexes, M(N3)2L2] {L = PMe3, PEt3, PMe2Ph, dppe = 1,2-bis(diphenylphosphino)ethane}, underwent 1,3-dipolar cycloaddition with organic chiral isothiocyanates (R∗-NCS: R∗ = (S)-(+)-1-phenylethyl, (R)-(−)-1-phenylethyl, (±)-1-phenylethyl, (S)-(+)-1-indanyl) to give the corresponding tetrazole-thiolato Pd(II) and Pt(II) complexes, trans-M{SCN4(R∗)]}2L2] or M{SCN4(R∗)]}2(dppe)]. Spectroscopic (IR and NMR) and X-ray structural analyses of the products showed that the absolute configuration of the starting organic isothiocyanates is retained throughout the reaction. Further treatments of the isolated tetrazole-thiolato complexes with electrophiles such as HCl or benzoyl chloride produced heterocyclic compounds containing a tetrazole thione or a tetrazolyl sulfide group. In addition, organic tetrazole thiones, S = {CN4H(R∗)}] containing a chiral moiety, were prepared from NaN3 and R∗-NCS in the presence of water. |
| |
Keywords: | Tetrazole thiolato Dipolar cycloaddition Azide Tetrazole-thione Heterocycle Palladium |
本文献已被 ScienceDirect 等数据库收录! |
|