Publications by authors named "Piyali D Chaudhuri"

We describe a synthetic protocol to selectively functionalize chiral bridged triarylamines at the apical position using regioselective copper-catalyzed amination reaction. This protocol allows the coupling of diphenylamines with a sterically hindered but electronically activated aryl-Br bond in the presence of a sterically unhindered but electronically unactivated aryl-Br bond. The unactivated aryl-Br bond was utilized further to synthesize a chiral heterohelicene homodimer using Stille coupling.

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Access to highly enantioenriched planar chiral [Cr(5-bromonaphthalene)(CO)(3)] (6), [Ru(eta(5)-C(5)R(5))(5-bromonaphthalene)][PF(6)] (42) and [Ru(eta(5)-C(5)R(5))(4-bromoindene)] (44) was sought using asymmetric hydrogenolysis of [Cr(5,8-dibromonaphthalene)(CO)(3)] (5), [Ru(eta(5)-C(5)R(5))(5,8-dibromonaphthalene)] (39) and [Ru(eta(5)-C(5)R(5))(4,7-dibromoindene)] (40), respectively. Initial efforts focused on the chromium complex 5. Pd(0) catalysts with dimethoxyethane as the solvent and LiBH(4) or NaBH(3)CN as a hydride source worked best.

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Article Synopsis
  • The text discusses a highly efficient microwave synthesis method for creating the compound [RuCp(naphthalene)][PF(6)], which serves as a precursor for another compound [RuCp(CH(3)CN)(3)][PF(6)].
  • It highlights the use of Pd-catalysed asymmetric hydrogenolysis, a chemical reaction that achieves high levels of selectivity for specific molecular orientations, leading to the formation of planar chiral ruthenium complexes.
  • The reaction employs a bulky chiral phosphoramidite ligand, which plays a crucial role in achieving the desired enantioselectivity in the final product.
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