@article {47691, title = {Separation of a diastereomeric diol pair using the mechanical properties of crystals}, journal = {Crystengcomm}, volume = {23}, year = {2021}, month = {OCT}, pages = {7056-7060}, type = {Article}, abstract = {We report the separation of a (2S,3R/S)-3-ethyl-1-phenylhex-5-ene-2,3-diol (ephd) diastereomeric pair with visually indistinguishable acicular morphologies based on their mechanical responses, which is found to be more efficient than conventional separation methods. Furthermore, the molecular crystals of (2S,3R)-ephd show elastic deformation, while (2S,3S)-ephd fractures in a brittle manner under similar conditions.}, doi = {10.1039/d1ce01055g}, author = {Gamidi, Rama Krishna and Dandawate, Monica and Choudhury, Rahul and Tothadi, Srinu and Nangia, Ashwini and Reddy, D. Srinivasa} } @article {49018, title = {Synthesis, crystal growth, physicochemical study of 1,3-dihexyl-2-me-thyl-1H-benzo[d]imidazol-3-ium bromide and in silico nonlinear optical property determination}, journal = {Journal of Molecular Structure}, volume = {1307}, year = {2024}, month = {JUL }, type = {Article}, abstract = {

This study encompasses the synthesis and characterization of 1,3-dihexyl-2-methyl-1H-benzo[d]imidazol-3-ium bromide (DHBIB) using techniques such as NMR, IR, and HRMS. The study also explores the influence of different solvents, specifically water and acetonitrile, on the growth of single crystals. An intriguing observation is the transformation of crystal packing from orthorhombic to monoclinic when solvent conditions change, illustrating the pivotal role of the cation in controlling the crystal structure of DHBIB salts. The analysis of its electronic properties reveal a deep -lying LUMO (-3.73 eV), suggesting DHBIB{\textquoteright}s electron -accepting characteristics. Furthermore, the study records absorption maxima ( lambda max ) at 279 nm and 282 nm in various solvents, demonstrating that DHBIB lacks absorption in the visible range (400-800 nm), making it promising for non-linear optical (NLO) applications. Analysis of the natural bond orbital (NBO) stabilization energies 50.87, 42.12, and 45.33 kcal/mol along pi(C3-C4) -\> pi*(C6-C8), pi(C3-C4) -\> pi*(C10-C12), and pi (C10-C12) -\> pi*(C6-C8) reveal a preference for intramolecular charge transfer in DHBIB. Enhanced first and second -order hyperpolarizabilities ( beta ; 13.47x10 -30 esu, gamma ; 75.36x10 - 36 esu) compared to benzimidazole and benzimidazolium salicylate salt further supports its potential for NLO applications.

}, keywords = {DHBIB, Hyperpolarizability, Monoclinic, NBO, Orthorhombic}, issn = {0022-2860}, doi = {10.1016/j.molstruc.2024.137956}, author = {Siddiqui, Zahir Ali and Gamidi, Rama Krishna and Sekar, Nagaiyan and More, Sandeep} } @article {49646, title = { Synthesis of quinazolinone based spirocyclopropanes via [3?+?2] cycloaddition reaction: in silico anti-tubercular molecular docking studies and ADME prediction}, journal = {Polycyclic Aromatic Compounds}, volume = {44}, year = {2024}, month = {SEP}, type = {Article}, abstract = {

A highly efficient cascade annulation approach is developed for the synthesis of novel quinazolinone-based spirocyclopropanes\ via\ three-component [3 + 2] cycloaddition reaction with aldehydes, tosylhydrazide and quinazolinyl chalcones. The reaction features the formation of two C{\textendash}C bonds and three stereogenic centers. A variety of highly functionalized spirocyclopropyl quinazolinones were obtained in good yields under mild reaction conditions. Furthermore,\ in silico\ anti-tubercular (anti-TB) molecular docking studies were performed for the generated compounds against three Mycobacterium tuberculosis proteins with PDBID: 1DF7, 1P44 and 4TZK. ADME prediction were evaluated for the drug like properties of the synthesized compounds.

}, doi = {https://doi.org/10.1080/10406638.2023.2257838}, author = {Allaka, Bhargava Sai and Kanchrana, Madhu and Gamidi, Rama Krishna and Basavoju, Srinivas} } @article {49536, title = {Sequential nitro-michael addition and reductive cyclization cascade reaction for diastereoselective synthesis of multifunctionalized 3,3'-pyrrolidinyl-spirooxindoles}, journal = {European Journal of Organic Chemistry}, volume = {28}, year = {2025}, month = {FEB}, type = {Article}, abstract = {

In this investigation, we elucidated, one-pot two stage efficient synthesis of multifuctionalized spiro[oxindole -3,3 {\textquoteleft}-pyrrolidine]. The methodology proceeds via organocatalyzed nitro-Michael addition reaction between indolylidenecyanoesters and nitroalkanes to formed nitro-Michael adduct which transformed into multifunctionalized 3,3 {\textquoteleft}-pyrrolidinyl-spirooxindoles by metal catalyzed reductive cyclization cascade. DFT investigations were conducted to elucidate the mechanism underlying the preferential reduction of the nitro group, with subsequent attack on the nitrile and ester groups remain inert throughout the reaction process. The approach is operationally simple, easily scalable, exhibits compatibility with readily accessible starting material and catalysts, thereby emphasizing cost-effectiveness.

}, keywords = {3 {\textquoteleft}-pyrrolidinyl spirooxindoles, DFT study for regioselective cyclization, Diastereoselective 3, organocatalysis, Pd/C catalysed partial reductive spirocyclization}, issn = {1434-193X}, doi = {10.1002/ejoc.202401121}, author = {Nichinde, Chandrakant B. and Bhati, Meema and Girase, Amardipsing S. and Patil, Baliram R. and Chaudhari, Suryakant S. and Gamidi, Rama Krishna and Joshi, Kavita and Kinage, Anil K.} }