Carboxylate lability as a factor in the Rh-2(carboxylate)(4)-catalysed cyclopropenation and cyclopropanation of alkynes and alkenes

Howell JAS

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Carboxylate lability as a factor in the Rh-2(carboxylate)(4)-catalysed cyclopropenation and cyclopropanation of alkynes and alkenes

机译：羧酸盐不稳定性是Rh-2（羧酸盐）（4）催化炔烃和烯烃的环丙烷化和环丙烷化的一个因素

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The mechanism of Rh-2( carboxylate)(4)-catalysed cyclopropenation and cyclopropanation via two different pathways has been investigated computationally. The two pathways either ( a) conserve the Rh2O8 framework, with initial coordination of CH2N2 and further reaction occurring at an axial acceptor site, or ( b) allow dechelation of carboxylate to liberate an equatorial site for activation of bound CH2N2. Calculations on the system in question [ Rh-2( formate)(4), CH2N2, C2H4 or C2H2] show that both pathways are equally favoured. The importance of coordinated solvent in determining the reaction pathway is demonstrated.

机译：通过计算研究了Rh-2（羧酸盐）（4）催化环丙烷化和环丙烷化通过两种不同途径的机理。这两个途径是（a）保留Rh2O8构架，CH2N2的初始配位和在轴向受体位点发生的进一步反应，或者（b）允许羧酸盐的螯合以释放赤道位点以激活结合的CH2N2。对所讨论系统[Rh-2（甲酸）（4），CH2N2，C2H4或C2H2]的计算表明，这两种途径均受到同样的青睐。证明了配位溶剂在确定反应路径中的重要性。

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《Dalton transactions: An international journal of inorganic chemistry》 |2007年第34期|共6页
作者
Howell JAS;
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正文语种 eng
中图分类无机化学;
关键词
C-H ACTIVATION; RHODIUM CARBENOIDS; DIAZO-COMPOUNDS; ENANTIOSELECTIVITY; SELECTIVITY; MECHANISM; CATALYST;

机译：C-H活化;铑碳酸盐;重氮化合物;对映选择性;选择性;机理;催化剂;

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1. Carboxylate lability as a factor in the Rh-2(carboxylate)(4)-catalysed cyclopropenation and cyclopropanation of alkynes and alkenes [J] . Howell JAS Dalton transactions: An international journal of inorganic chemistry . 2007,第34期

机译：羧酸盐不稳定性是Rh-2（羧酸盐）（4）催化炔烃和烯烃的环丙烷化和环丙烷化的一个因素
2. Palladium-Catalyzed Cyclopropanation of Strained Alkenes with 3-Pinacolatoboryl-1-arylallyl Carboxylates [J] . Horino Yoshikazu, Takahashi Yu, Kobayashi Ryota, European journal of organic chemistry . 2014,第35期

机译：3-Pinacolatoboryl-1-arylallyl Carboxylates钯催化的链烯的环丙烷化反应
3. Alkynes as masked ylides: Gold-catalysed intermolecular reactions of propargylic carboxylates with sulfides [J] . Paul W. Davies, Sebastien J.-C. Albrecht Chemical Communications . 2008,第2期

机译：炔烃作为掩蔽的烷基化物：炔丙基羧酸盐与硫化物的金催化分子间反应
4. Ruthenium-Catalyzed Cyclopropanation of Alkenes Using Propargylic Carboxylates as Precursors of Vinylcarbenoids [C] . Koii Miki, Kouichi Ohe, Sakae Uemura Symposium on Organometallic Chemistry . 2003

机译：使用丙基羧酸盐作为乙烯基甲苯的前体使用丙烯酸酯的钌催化环丙烷
5. I. Multicatalysis: Development of a Bismuth(III) triflate-catalyzed Nucleophilic addition/ Hydrofunctionalization Reaction in the Synthesis of Complex Heterocycles II. C--H Arylation of Arenes and Heteroarenes with Palladium-Carboxylate Catalysts: Identification of the Catalyst Resting State and the Crucial Role of Pivalate Ligand in Stabilization of the Catalyst III. C--H Arylation of Heteroarenes with Palladium-Carboxylate Catalysts: Importance of Phosphine Ligand for Basic Heteroarene Substrates IV. C--H Arylation of Heteroarenes with Palladium-Carboxylate Catalysts: Effect of the Properties of Basic Heteroarene Substrates on Direct Arylations. [D] . Tundel, Rachel E. 2011

机译：I.多催化作用：在复杂的杂环化合物的合成中三氟甲磺酸铋（III）催化的亲核加成/加氢官能化反应的发展。羰基钯催化剂对芳烃和杂芳烃的CH-H芳基化反应：催化剂静止状态的鉴定以及新戊酸酯配体在稳定催化剂中的关键作用III。羰基钯催化剂催化杂芳烃的CH芳基化：膦配体对基础杂芳烃基质的重要性IV。杂芳烃与钯-羧酸酯的CH芳基化：碱性杂芳烃底物性能对直接芳基化的影响。
6. Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates [O] . Magnus Mortén, Martin Hennum, Tore Bonge-Hansen 2015

机译：Rh（II）催化的吲哚与卤代二偶氮乙酸酯的环丙烷化环扩环反应合成3-羧酸喹啉
7. Palladium catalysed carbonylation of terminal alkenes to alpha,beta-unsaturated esters Allylic C-H functionalisation of unsaturated hydrazine carboxylates to vinyl isoxasolidines [O] . Derrien Nolwenn 2014

机译：钯催化末端烯烃羰基化为α，β-不饱和酯和不饱和肼甲酸酯的烯丙基C-H官能化为乙烯基异恶花solid碱

Carboxylate lability as a factor in the Rh-2(carboxylate)(4)-catalysed cyclopropenation and cyclopropanation of alkynes and alkenes

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