Thangalipalli Swathi, Bandalla Siddaramagoud, Kerru Nagaraju, Vadala Jhansi Rani, Vasam Chandra Sekhar, Neella Chandra Kiran, Jonnalagadda Sreekantha B
Department of Chemistry, Palamuru University, Mahbubnagar, Telangana 509001, India.
Department of Integrated Chemistry, Palamuru University, Mahbubnagar, Telangana 509001, India.
ACS Omega. 2024 Nov 21;9(49):48285-48291. doi: 10.1021/acsomega.4c05896. eCollection 2024 Dec 10.
We report a state-of-the-art synthesis and isolation procedure for 13 Lewis base iminium salts (LBI) of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), confirming their structures meticulously by different spectral data. The LBIs are distinct from their parent compound (DBU), which provides emphatic support in favor of LBI formation in various DBU-catalyzed reactions. Density functional theory studies of N-sulfonyl LBI of DBU have given new insight into alternate iminium salts, offering a new opportunity for further investigation. We describe the applications of three LBIs as direct reagents for base-free functionalization, broadening their scope as eco-friendly reagents in aquatic media. The Lewis base is recoverable and reusable to prepare the LBI after the reaction. We also document the influence of the N substituent on the chemical shift of these iminium salts.
我们报告了一种用于合成和分离13种1,8-二氮杂双环[5.4.0]十一碳-7-烯（DBU）的路易斯碱亚胺盐（LBI）的先进方法，并通过不同的光谱数据精心确认了它们的结构。这些LBI与其母体化合物（DBU）不同，这有力地支持了在各种DBU催化反应中LBI的形成。对DBU的N-磺酰基LBI进行的密度泛函理论研究为替代亚胺盐提供了新的见解，为进一步研究提供了新机会。我们描述了三种LBI作为无碱官能化直接试剂的应用，拓宽了它们作为水生介质中环保试剂的范围。反应后，路易斯碱可回收并重复用于制备LBI。我们还记录了N取代基对这些亚胺盐化学位移的影响。
