Convergent access to bis-1,2,4-triazinyl-2,2 '-bipyridines (BTBPs) and 2,2 '-bipyridines via a Pd-catalyzed Ullman-type reaction

Waters Gabrielle D.; Carrick Jesse D.

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Convergent access to bis-1,2,4-triazinyl-2,2 '-bipyridines (BTBPs) and 2,2 '-bipyridines via a Pd-catalyzed Ullman-type reaction

机译：通过PD催化的ULLMAN型反应收敛对BIS-1,2,4-三嗪基-2,2'-萘（BTBPS）和2,2'-脂吡啶的

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Multidentate, soft-Lewis basic, complexant scaffolds have displayed significant potential in the discrete speciation of the minor actinides from the neutron-absorbing lanthanides resident in spent nuclear fuel. Efforts to devise convergent synthetic strategies to targets of interest to improve liquid-liquid separation outcomes continue, but significant challenges to improve solubility in process-relevant diluents to effectively define meaningful structure-activity relationships remain. In the current work, a synthetic method to achieve the challenging 2,2 '-bipyridine bond of the bis-1,2,4-triazinyl-2,2 '-bipyridine (BTBP) complexant class leveraging a Pd-catalyzed Ullman-type coupling is reported. This convergent strategy improves upon earlier work focused on linear synthetic access to the BTBP complexant moiety. Method optimization, relevant substrate scope and application, as well as a preliminary mechanistic interrogation are reported herein.

机译：多局，软刘易斯基本，络合物脚手架在来自核燃料中的中子吸收的镧系元素中的小型散光的离散形式中表现出显着的潜力。为改善液体液体分离结果的兴趣靶标制定收敛合成策略的努力继续，但在加工相关稀释剂中改善溶解度以有效地定义有意义的结构 - 活动关系的重大挑战。在当前的作品中，一种达到BIS-1,2,4-三嗪基-2,2'-吡啶（BTBP）络合剂类的挑战2,2'-苯吡啶键的合成方法利用PD催化的ULLMAN型报告耦合。该收敛策略改善了较早的工作，其专注于线性合成进入对BTBP络合剂部分的。方法优化，相关基板范围和应用，以及初步机械询问。

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《RSC Advances》 |2020年第18期|共9页
作者
Waters Gabrielle D.; Carrick Jesse D.;
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Tennessee Technol Univ Dept Chem Cookeville TN 38505 USA;

Tennessee Technol Univ Dept Chem Cookeville TN 38505 USA;

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正文语种 eng
中图分类化学;
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1. Convergent access to bis-1,2,4-triazinyl-2,2 '-bipyridines (BTBPs) and 2,2 '-bipyridines via a Pd-catalyzed Ullman-type reaction [J] . Waters Gabrielle D., Carrick Jesse D. RSC Advances . 2020,第18期

机译：通过PD催化的ULLMAN型反应收敛对BIS-1,2,4-三嗪基-2,2'-萘（BTBPS）和2,2'-脂吡啶的
2. Kinetic Study of Ligand exchange Reactions of Bis(1,5-cyclootadiene)nickel(0) with 2,2'-Bipyridine, 4,4'-Dimethyl-2,2'-bipyridine, and 4,4',5,5'-Tetramethyl-2,2'-bipyridine [J] . Mahmut Abla, Takakazu Yamaoto Bulletin of the Chemical Society of Japan . 1999,第6期

机译：双（1,5-环戊二烯）镍（0）与2,2'-联吡啶，4,4'-二甲基-2,2'-联吡啶和4,4'，5,5的配体交换反应的动力学研究'-四甲基-2,2'-联吡啶
3. Separation and complexation of palladium(II) with a new soft N-donor ligand 6,6 '-bis(5,6-dinonyl-1,2,4-triazin-3-yl)-2,2 '-bipyridine (C9-BTBP) in nitric acid medium [J] . Zhang Anyun, Xu Lei, Lei Gaoming New Journal of Chemistry . 2016,第7期

机译：钯（II）与新的软N供体配体6,6'-双（5,6-二壬基-1,2,4-三嗪-3-基）-2,2'-联吡啶的络合（C9 -BTBP）在硝酸介质中
4. ALKYLATION OF 2,2'-(2,2'-BIPYRIDINE-6,6'-DIYL)BIS-PHENOLATO-N,N',O,ONICKEL(II) [C] . Danielle M.Goken, Dennis G.Peters The Meeting of the Electrochemical Society . 2003

机译：2,2' - （2,2'-Bi0吡啶 -6,6'-二基）双-酚酸盐 -N，N'，O，O镍（II）的烷基化
5. The synthesis of mono-substituted disulfide-functionalized 2,2'-bipyridines and the corresponding tris(2,2'-bipyridine)ruthenium(II) complexes for self-assembled monolayers. [D] . Kumpaty, Hephzibah Jayasheela. 1996

机译：用于自组装单层的单取代二硫键官能化的2,2'-联吡啶和相应的三（2,2'-联吡啶）钌（II）配合物的合成。
6. Bis(2,2′-bipyridine)bis{μ3-cis-N-(2-carboxylatophenyl)-N′-[3-(dimethylamino)propyl]oxamidato(3−)}bis(perchlorato)tetranickel(II) methanol disolvate [O] . Chunliang Tian, Zhongjun Gao 2016

机译：双（2,2'-联吡啶）双 {μ3-顺式-N-（2-羧基庚基苯基）-N'-[3-（二甲基氨基）丙酰基] ox酰胺基（3-）} 双（全氯酮）四镍（II）甲醇二溶剂化物
7. Convergent access to bis-1,2,4-triazinyl-2,2′-bipyridines (BTBPs) and 2,2′-bipyridines via a Pd-catalyzed Ullman-type reaction [O] . Gabrielle D. Waters, Jesse D. Carrick 2020

机译：通过PD催化的Ullman型反应收敛于BIS-1,2,4-三嗪基-2,2,2'-吡啶（BTBPS）和2,2'-双滤液
8. Excited-State Acid-Base Reactions of Dicyanobis(2,2'-bipyridine)ruthenium(II) and Dicyanobis(1,10-phenanthroline)ruthenium(II) [R] . Peterson, S. H., Demas, J. N. 1978

机译：双氰基（2,2'-联吡啶）钌（II）和二氰基双（1,10-菲咯啉）钌（II）的激发态酸碱反应

Convergent access to bis-1,2,4-triazinyl-2,2 '-bipyridines (BTBPs) and 2,2 '-bipyridines via a Pd-catalyzed Ullman-type reaction

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