A simple route to phosphamethine cyanines from S,N-heterocyclic carbenes

Binder Justin F.; Corrente Andrea M.; Macdonald Charles L. B.

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A simple route to phosphamethine cyanines from S,N-heterocyclic carbenes

机译：从S，N-杂环卡宾生成磷次甲基花青的简单方法

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Although salts of thiazolium cations are known, many readily prepared iodide salts have eluded spectroscopic and structural characterization; herein, data for a variety of such salts are reported. It has been demonstrated that thiazolium cations can be deprotonated to generate S,N-heterocyclic carbenes and their "electron rich olefin" dimers, but use of the former has been largely overshadowed by that of the more common N-heterocyclic carbenes. We report herein that the deprotonation of thiazolium iodides and their subsequent reaction with a conveniently prepared triphosphenium precursor grants phosphamethine cyanine cations with solid-state geometry and electronic structure unlike those of NHC-stabilized cations. Protection of the phosphorus atom in such ions with elemental sulfur provides an air- and moisture-stable dithiophosphinium salt.

机译：尽管噻唑鎓阳离子的盐是已知的，但许多容易制备的碘化物盐还没有光谱和结构表征。在本文中，报道了多种此类盐的数据。已经证明，噻唑鎓阳离子可以去质子化以生成S，N-杂环卡宾及其“富电子烯烃”二聚体，但是前者的使用已被较常见的N-杂环卡宾的使用大大掩盖了。我们在本文中报道，噻唑鎓碘化物的去质子化以及它们随后与方便制备的三precursor前体的反应使磷亚胺花青阳离子具有固态几何结构和电子结构，与NHC稳定阳离子不同。用元素硫对此类离子中的磷原子进行保护，可提供空气和水分稳定的二硫代磷鎓盐。

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《Dalton transactions: An international journal of inorganic chemistry》 |2016年第5期|共10页
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Binder Justin F.; Corrente Andrea M.; Macdonald Charles L. B.;
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1. A simple route to phosphamethine cyanines from S,N-heterocyclic carbenes [J] . Binder Justin F., Corrente Andrea M., Macdonald Charles L. B. Dalton transactions: An international journal of inorganic chemistry . 2016,第5期

机译：从S，N-杂环卡宾生成磷次甲基花青的简单方法
2. Isolation of N-heterocyclic alkyl intermediates en route to transition metal N-heterocyclic carbene complexes: Insight into a C-H activation mechanism [J] . Pan B., Pierre S., Bezpalko M.W., Organometallics . 2013,第2期

机译：N-杂环烷基中间体在过渡金属N-杂环卡宾配合物中的分离：深入了解C-H活化机理
3. Palladium-Catalyzed Direct C2-Arylation of an N-Heterocyclic Carbene: An Atom-Economic Route to Mesoionic Carbene Ligands [J] . Ghadwal Rajendra S., Reichmann Sven O., Herbst-Irmer Regine Chemistry: A European journal . 2015,第11期

机译：钯催化的N-杂环碳烯的直接C2-芳基化：原子经济途径的中碳碳烯配体。
4. Zwitterionic Polymerization of Cyclic Esters Using N-Heterocyclic Carbenes: An Expedient Route to Cyclic Polyesters [C] . Wonhee Jeong, James L. Hedrick, Robert M. Waymouth PMSE Symposia . 2009

机译：使用N-杂环碳酸酯的杂环离子聚合：对循环聚酯的权宜之计途径
5. Pincer and chelate N-heterocyclic carbene complexes of iridium, palladium and rhodium: Synthetic routes, dynamics, catalysis, and counter-ion effects. [D] . Miecznikowski, John Ronald. 2004

机译：铱，钯和铑的钳形和螯合N杂环卡宾络合物：合成途径，动力学，催化作用和抗衡离子作用。
6. Soft Heteroleptic N-Heterocyclic Carbene Palladium(II)Species for Efficient Catalytic Routes to Alkynones via CarbonylativeSonogashira Coupling [O] . Waseem Mansour, Rami Suleiman, Mohammed Fettouhi, 2020

机译：软杂体N-杂环碳脱钯（II）通过羰基化学的有效催化途径的物种Sonogashira联系
7. A Simple Route to Chelating, Structurally Different Triazole-Based Bis(N-heterocyclic carbene) Ligands and Their Coordination to PtIl [O] . Zanardi Alessandro, Mata Martínez José Antonio, Peris Fajarnés Eduardo 2011

机译：螯合，结构不同的三唑基双（N-杂环卡宾）配体的简单途径及其与ptIl的配位
8. Carbene and Silicon Routes Toward a Simple Nitrile Ylide. Spectroscopic, Kinetic, and Chemical Characterization [R] . Turro, N. J., Cha, Y., Gould, I. R., 1985

机译：Carbene和silicon Routes走向简单的丁腈Ylide。光谱，动力学和化学表征

A simple route to phosphamethine cyanines from S,N-heterocyclic carbenes

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