当前位置: X-MOL 学术J. Heterocycl. Chem. › 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.)
Green and efficient synthesis of 1H‐indazolo[1,2‐b] phthalazine‐1,6,11(13H)‐triones using ZrO(NO3)2.2H2O as a novel catalyst and theoretical study of synthesized compounds
Journal of Heterocyclic Chemistry ( IF 2.4 ) Pub Date : 2020-03-29 , DOI: 10.1002/jhet.3959
Shabnam Saberi Biroon 1 , Nahid Shajari 1 , Hooriye Yahyaei 1
Affiliation  

The one‐pot three‐component synthesis for the preparation of 1H ‐indazolo[1,2‐b ] phthalazine‐1,6,11(13H )‐triones through condensation of phthalimide, hydrazine monohydrate, dimedone, and aromatic aldehydes in the presence of a novel catalytic amount of ZrO(NO3)2.2H2O at reflux conditions in water has been reported. Quantum theoretical calculations for the three structures of compounds (5a , 5b , and 5c ) were performed using the G3MP2, LC‐ωPBE, MP2, and B3LYP methods with the 6‐311 + G** basis set. After optimizing the structures, geometric parameters were obtained and experimental measurements were compared with the calculated data. The structures of the products were confirmed by IR, 1H NMR, 13C NMR, and elemental analysis. IR spectra data and 1H NMR and 13C NMR chemical shifts computations of the 1H ‐indazolo[1,2‐b ]phthalazine‐1,6,11(13H )‐trione derivatives in the ground state were calculated. Frontier molecular orbitals, total density of states, thermodynamic parameters, and molecular electrostatic potentials of the title compounds were investigated by theoretical calculations. Molecular properties such as the ionization potential (I ), electron affinity (A ), chemical hardness (η ), electronic chemical potential (μ ), and electrophilicity (ω ) were investigated for the structures. Consequently, there was an excellent agreement between experimental and theoretical results.

中文翻译:

以ZrO(NO3)2.2H2O为新型催化剂的绿色高效合成1H-吲唑并[1,2-b]酞嗪-1,6,11(13H)-三酮和合成化合物的理论研究

单锅三组分合成法通过邻苯二甲酰亚胺,一水合肼,二甲酮和芳香醛的缩合反应制备1 H-吲唑并[1,2 - b ]酞嗪-1,6,11(13 H)-三酮(NO的ZrO的新型催化量的存在32 ·2H 2已经报道在水中回流条件O操作。化合物三种结构(5a5b5c的量子理论计算))是使用G3-MP2,LC-ωPBE,MP2和B3LYP方法(6-311 + G **基础集)进行的。优化结构后,获得几何参数,并将实验测量值与计算数据进行比较。通过IR,1 H NMR,13 C NMR和元素分析确认产物的结构。1 H-吲唑并[1,2 - b ]酞嗪-1,6,11(13 H)的红外光谱数据以及1 H NMR和13 C NMR化学位移计算计算了基态的三酮衍生物。通过理论计算研究了标题化合物的前沿分子轨道,状态总密度,热力学参数和分子静电势。研究了分子结构的电离电势(I),电子亲和力(A),化学硬度(η),电子化学势(μ)和亲电性(ω)。因此,实验结果和理论结果之间有很好的一致性。
更新日期:2020-03-29
down
wechat
bug