S-Dealkylation reactions of palladium(II) complexes of some phosphorus-sulphur and arsenic-sulphur chelates

Author:

Lockyer TN

Abstract

Mono- and bis-chelated palladium(11) complexes of o-methylthiophenyldiphenylphosphine (P-SCH3),* bis(o-methy1thiophenyl)phenylphosphine (CH3S-P-SCH,), and their arsenic analogues, o-methylthiophenyldiphenylarsine (As-SCH,) and bis(o-methy1thiophenyl)phenylarsine (CH3S-As- SCH,), have been synthesized. The mono-chelated compounds Pd(X-SCH3)12 and Pd(CH,S-X- SCH3)12 (X = P or As) undergo S-demethylation in hot dimethylformamide to yield Pd2(X-S)212 and Pd2(CH,S-X-S)212. In the presence of one mole excess of free ligand, the dealkylation reaction affords bis-demethylated products Pd(X-S), and Pd(CH3S-X-S),. A mixed ligand species Pd(CH,S-P-S)(CH3S-As-S) was also isolated. These bis-demethylated compounds react with a variety of alkylating agents, RCH2Y, to give a complex of the original or of a different thioether ligand, of the form Pd(X-SR)Y2 or Pd(CH3S-X-SR)Y2 (R = Et, Bu and p-N02C6H4CH2; Y = halogen). In all complexes of CH3S-X-SCH,, including demethylated products, it is suggested that one thiomethyl residue is not coordinated and that they are essentially four-coordinate and square-planar. All four ligands yield the bis-chelated cation species, [Pd(~helate)~]~+, which were isolated as perchlorate salts. The arsenic chelates alone afford the bis-chelated halides Pd(As-SCH3),Y2 and P~(CH,S-AS-SCH,)~Y~, which are non-electrolytes in non-aqueous solution. This fact is attributed to their undergoing a fast rearrangement to form the mono-chelated species. This was confirmed by conductimetric titrations. Where possible, structures and rearrangements were substantiated by proton magnetic resonance spectroscopy.

Publisher

CSIRO Publishing

Subject

General Chemistry

同舟云学术

1.学者识别学者识别

2.学术分析学术分析

3.人才评估人才评估

"同舟云学术"是以全球学者为主线,采集、加工和组织学术论文而形成的新型学术文献查询和分析系统,可以对全球学者进行文献检索和人才价值评估。用户可以通过关注某些学科领域的顶尖人物而持续追踪该领域的学科进展和研究前沿。经过近期的数据扩容,当前同舟云学术共收录了国内外主流学术期刊6万余种,收集的期刊论文及会议论文总量共计约1.5亿篇,并以每天添加12000余篇中外论文的速度递增。我们也可以为用户提供个性化、定制化的学者数据。欢迎来电咨询!咨询电话:010-8811{复制后删除}0370

www.globalauthorid.com

TOP

Copyright © 2019-2024 北京同舟云网络信息技术有限公司
京公网安备11010802033243号  京ICP备18003416号-3