Based on experimental observations (See supporting information, Figure -S10), computational analyses, and insights from prior literature, we proposed a plausible reaction pathway (Figure ). Initially, Cp2TiCl2 undergoes a reaction with sodium methoxide, resulting in the in-situ formation of a dimethoxy derivative of the titanocene catalyst. Subsequently, this dimethoxy derivative reacts with ammonia borane, generating an active titanium hydride species and releasing B(OMe)3 (Figure ). The presence of B(OMe)3 in the reaction mixture was confirmed by B NMR, exhibiting a peak at 20.19 ppm (Figure ), and further validated by gas chromatography, showing a retention time of 1.692 (Figure ). Additionally, the observed color change from orange to dark blue after stirring a mixture of Cp2TiCl2, NaOMe, and NH3•BH3 in dry THF at 120 °C for 30 minutes suggests a possible shift in the oxidation state of the metal, indicating the formation of Ti(III) species (Figure ). Supporting this observation, an electron paramagnetic resonance (EPR) signal was detected at 298 K, showing a value of g = 1.974, which is consistent with the characteristic EPR signal for Ti(III) species (Figure ). To gain further insights into the reaction mechanism, computational studies were conducted, which indicates that the reaction progresses through the coordination of 3-bromoquinoline [I], (Figure and) with the coordinatively unsaturated Cp2Ti(III)-H species (A), forms an intermediate B, which is ~1.74 kcal/mol more stabilized than A. In the next step, the metal hydride transfers from the Ti(III) center to the 2-position C atom of the quinoline ring via TS1 to yield an intermediate C. The formation of species C from B is an endergonic process (1.47 kcal/mol). The Ti-H/C-H bond distances are 1.712Å/2.696Å (1.746Å/1.821Å) in B(TS1), indicating a simultaneous breaking of the Ti-H bond and the formation of the C-H bonds towards species C. Laplacian electron density for the TS1 shows the bond critical points between the Ti-H-C confirms hydride transfer pathway (Figure ). The computed IRC pathway further verifies the correctness of the TS1. (Figure ) The TS1 requires a free energy barrier of ~7.8 kcal/mol (H393.15 = 6.75 kcal/mol). In the next step, NH3•BH3 is introduced in the cycle, forming a reaction complex (D). The titanium-amido complex D is ~8.46 kcal/mol higher in energy than species C. Electrostatic potential maps and NPA charge analysis of NH3•BH3 suggest that the BH3 group is electron-rich while the NH3 group is electron-deficient in nature (Figure ). The formation of a titanium-amido complex in species D can facilitate the activation of the NH3•BH3 by generating hydride-proton species. The next step involves a concerted H + /H - mechanism where H -from the electron-rich BH3 unit is delivered to the positively charged Ti atom while the H + from the electron-deficient NH3 unit is transferred to the quinoline nitrogen. The computed free energy barrier for TS2 is ~10.7 kcal/mol and is the rate-determining step. Laplacian electron density of the TS2 reveals the presence of BCP