endo/exo Facial selectivities in cycloaddition reactions of substituted 1,2,3-triazolium-1-methanides, unstabilised 1,3-dipoles, with some alkene dipolarophiles: models for 1,2,3-triazolium-1-aminides: new tetracyclic pyrrolo[1,2-c][1,2,3]benzotriazole structures: azolium 1,3-dipoles

R. N. Butler and Leonie M. Wallace

首页> 外文期刊>Journal of the Chemical Society, Perkin Transactions 1 >endo/exo Facial selectivities in cycloaddition reactions of substituted 1,2,3-triazolium-1-methanides, unstabilised 1,3-dipoles, with some alkene dipolarophiles: models for 1,2,3-triazolium-1-aminides: new tetracyclic pyrrolo[1,2-c][1,2,3]benzotriazole structures: azolium 1,3-dipoles

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endo/exo Facial selectivities in cycloaddition reactions of substituted 1,2,3-triazolium-1-methanides, unstabilised 1,3-dipoles, with some alkene dipolarophiles: models for 1,2,3-triazolium-1-aminides: new tetracyclic pyrrolo[1,2-c][1,2,3]benzotriazole structures: azolium 1,3-dipoles

机译：取代的1,2,3-三唑-1-甲烷，不稳定的1,3-偶极以及一些烯烃双极性亲和剂的环加成反应中的面部选择性：1,2,3-三唑-1-氨基化物的模型：新的四环吡咯并[1,2-c] [1,2,3]苯并三唑结构：偶氮1,3-偶极

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endo/exo Stereochemistry in the cycloaddition reactions of substituted 1,2,3-triazolium-1-aminide and 1,2,3-ntriazolium-1-methanide 1,3-dipoles has been explored for the dipolarophiles acrylonitrile and N-substitutednmaleimides. The cycloadditions with acrylonitrile displayed predominant endo-geometry but gave mixturesnof endo- and exo-isomers. In contrast N-substituted maleimides gave almost exclusive exo-cycloadducts. Thencycloaddition products are novel tri- and tetracyclic structures. Factors affecting endo/exo selectivities arendiscussed for these systems. Generalisations are not reliable and each 1,3-dipole–dipolarophile pair needsnto be carefully considered.

机译：已研究了取代的1,2,3-三唑-1-氨基和1,2,3-三唑-1-甲烷1,3-偶极的环加成反应中的内/外立体化学，用于双亲亲丙烯腈和N-取代的马来酰亚胺。丙烯腈的环加成反应显示出主要的内几何构型，但得到了内异构体和外异构体的混合物。相反，N-取代的马来酰亚胺给出几乎排外的环外加合物。然后，环加成产物是新颖的三环和四环结构。对于这些系统，没有讨论影响内/外选择性的因素。泛化是不可靠的，因此每对1,3-偶极-偶极亲子对都需要仔细考虑。

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《Journal of the Chemical Society, Perkin Transactions 1》 |2001年第15期|p.1778-1784|共7页
作者
R. N. Butler and Leonie M. Wallace;
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Chemistry Department, National University of Ireland, Galway, Ireland;

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1. A new tricyclic ring and a nitrogen–sulfur analogue of the tri-pentagon bowl: cycloaddition reactions of the unstablised 1,3,4-thiadiazolium-3-methanide 1,3-dipole: steric influences on the endo-effect: substituted pyrrolo[2,1-b]-1,3,4-thiadiazole systems: azolium 1,3-dipoles [J] . Richard N. Butler Georgina M. Smyth Patrick McArdle and Desmond Cunningham Journal of the Chemical Society, Perkin Transactions 1 . 2002,第24期

机译：三五角碗的一个新的三环和一个氮硫类似物：不稳定的1,3,4-噻二唑-3-甲酰胺1,3-偶极的环加成反应：对内效应的空间影响：取代的吡咯并[ 2,1-b] -1,3,4-噻二唑体系：偶氮1,3-偶极
2. Regioselectivity and endo/exo selectivity in the cycloadditions of the phthalazinium dicyanomethanide 1,3-dipole with unsymmetrical alkene and alkyne dipolarophiles. Unexpected reversals of regiochemistry: a combined experimental and DFT theoretical study [J] . Richard N. Butler Anthony G. Coyne Patrick McArdle Desmond Cunningham and Luke A. Burke Journal of the Chemical Society, Perkin Transactions 1 . 2001,第12期

机译：酞菁双氰胺1,3-偶极与不对称烯烃和炔双极性亲和剂的环加成反应中的区域选择性和内/外选择性。区域化学的意外逆转：实验和DFT理论研究的结合
3. Regioselectivity and endo/exo selectivity in the cycloadditions of the phthalazinium dicyanomethanide 1,3-dipole with unsymmetrical alkene and alkyne dipolarophiles. Unexpected reversals of regiochemistry: a combined experimental and DFT theoretical [J] . Butler RN., McArdle P., Cunningham D., Journal of the Chemical Society, Perkin Transactions 1 . 2001,第12期

机译：邻二氮杂酞菁酞菁1,3-偶极与不对称烯烃和炔属双极性亲和剂的环加成反应中的区域选择性和内/外选择性。意外的区域化学逆转：实验和DFT理论的结合
4. The reaction of unstabilised 1,3,4-oxadiazolium-N-methanide 1,3-dipoles with alkenes: N-substituted Δ-2-pyrrolines: contrast with the 1,3,4-thiadiazolium analogue [O] . Richard N. Butler, Martin O. Cloonan, Georgina M. Smyth, 2003

机译：不稳定的1,3,4-恶二唑-N-甲烷1,3-偶极子与烯烃：N-取代的Δ-2-吡咯啉的反应：与1,3,4-噻二唑类似物的反应

endo/exo Facial selectivities in cycloaddition reactions of substituted 1,2,3-triazolium-1-methanides, unstabilised 1,3-dipoles, with some alkene dipolarophiles: models for 1,2,3-triazolium-1-aminides: new tetracyclic pyrrolo[1,2-c][1,2,3]benzotriazole structures: azolium 1,3-dipoles

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