当前位置: X-MOL 学术Z. Naturforschung B › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
1-Trifluoromethyl-prop-2-yne 1-iminium salts and 1-imines: reactions with the mesoionic „Nitron“
Zeitschrift für Naturforschung B ( IF 0.8 ) Pub Date : 2020-12-16 , DOI: 10.1515/znb-2020-0178
Gerhard Maas 1 , Raphael Koch 1
Affiliation  

Abstract The heterocyclic mesoionic compound (1,4-diphenyl-1H-1,2,4-triazol-4-ium-3-yl)(phenyl)amide („Nitron“) has recently been found to exist in a prototropic equilibrium with minor amounts of a nucleophilic heterocyclic carbene of the 1,2,4-triazolyl-5-ylidene type. Here we report that Nitron reacts with 1-trifluoromethyl-substituted prop-2-yne iminium salts by conjugate nucleophilic addition of the anionic PhN‒ substituent in the mesoionic tautomer, whereas the nucleophilic triazolylidene form is involved in the reaction with 1-CF3-prop-2-yne imines. 3-(2,3-Dihydro-1H-benzo[c]azepin-5-yl)-1H-1,2,4-triazol-4-ium triflate salts were obtained in the former case and (Z)-9-arylidene-1,2,4,7-tetraazaspiro[4.4]nona-2,7-dienes in the latter.

中文翻译:

1-Trifluoromethyl-prop-2-yne 1-iminium 盐和 1-亚胺:与介离子“Nitron”的反应

摘要 最近发现杂环介离子化合物(1,4-二苯基-1H-1,2,4-三唑-4-鎓-3-基)(苯基)酰胺(“Nitron”)与少量的 1,2,4-三唑基-5-亚基型亲核杂环卡宾。在这里,我们报告了 Nitron 通过介离子互变异构体中阴离子 PhN- 取代基的共轭亲核加成与 1-三氟甲基取代的丙-2-炔亚胺盐反应,而亲核三唑亚基形式参与与 1-CF3-prop 的反应-2-yne 亚胺。在前一种情况下得到 3-(2,3-Dihydro-1H-benzo[c]azepin-5-yl)-1H-1,2,4-triazol-4-ium 三氟甲磺酸盐和 (Z)-9-亚芳基-1,2,4,7-四氮杂螺[4.4]nona-2,7-二烯在后者中。
更新日期:2020-12-16
down
wechat
bug