176798-27-9Relevant articles and documents
Tunable Mechanical Response from a Crystal Undergoing Topochemical Dimerization: Instant Explosion at a Faster Rate and Chemical Storage of a Harvestable Explosion at a Slower Rate
Ravi, Arthi,Sureshan, Kana M.
, p. 9362 - 9366 (2018)
Strain developed in crystals in response to stimuli causes mechanical response. Methods to tune such mechanical response is important for practical applications. Crystals of a monomer having azide and alkyne units pre-organized in a ready-to-react orientation, undergo thermal topochemical dimerization and show rate-dependent mechanical response. When the reaction rate is fast, the crystals explode violently. When the reaction rate is slow, the crystals absorb water from the surroundings contemporaneously with the reaction to form the dimer-hydrate in a single-crystal-to-single-crystal (SCSC) manner. Crystals of the dimer-hydrate upon dehydration also undergo explosion. Thus, at slow reaction rate, the strain gets stored in crystals by hydration and the explosion can be harvested, at will, by dehydration. Use of this rate-dependent explosion in the automatic activation of a remedial electrical circuit in case of a sudden rise in temperature has been demonstrated.
Single-crystal-to-single-crystal synthesis of a pseudostarchviatopochemical azide-alkyne cycloaddition polymerization
Ravi, Arthi,Shijad, Amina,Sureshan, Kana M.
, p. 11652 - 11658 (2021)
There is high demand for polysaccharide-mimics as enzyme-stable substitutes for polysaccharides for various applications. Circumventing the problems associated with the solution-phase synthesis of such polymers, we report here the synthesis of a crystalline polysaccharide-mimic by topochemical polymerization. By crystal engineering, we designed a topochemically reactive crystal of a glucose-mimicking monomer decorated with azide and alkyne units. In the crystal, the monomers arrange in head-to-tail fashion with their azide and alkyne groups in a ready-to-react antiparallel geometry, suitable for their topochemical azide-alkyne cycloaddition (TAAC) reaction. On heating the crystals, these pre-organized monomer molecules undergo regiospecific TAAC polymerization, yielding 1,4-triazolyl-linked pseudopolysaccharide (pseudostarch) in a single-crystal-to-single-crystal manner. This crystalline pseudostarch shows better thermal stability than its amorphous form and many natural polysaccharides.
Regioselective SN2 reactions for rapid syntheses of azido-inositols by one-pot sequence-specific nucleophilysis
Ravi, Arthi,Hassan, Syed Zahid,Vanikrishna, Ajithkumar N.,Sureshan, Kana M.
supporting information, p. 3971 - 3973 (2017/04/11)
Triflates of myo-inositol undergo facile solvolysis in DMSO and DMF yielding SN2 products substituted with O-nucleophiles; DMF showed slower kinetics. Axial O-triflate undergoes faster substitution than equatorial O-triflate. By exploiting this