Ryohei Takeda

Synthesis and Catalytic Applications of a Triptycene-Based Monophosphine Ligand for Palladium-Mediated Organic Transformations

1-Methoxy-8-(diphenylphosphino)triptycene (1), featuring high structural rigidity and steric bulkiness around the phosphine functionality, was synthesized as a new chiral monophosphine ligand for transition metal-catalyzed reactions. In the presence of 5–10 mol ppm (i.e., 0.0005–0.001 mol %) Pd(OAc)2 and 1 (2 equiv for Pd), Suzuki–Miyaura cross-coupling reactions of aryl bromides and arylboronic acids proceeded effectively under mild atmospheric conditions to give the corresponding biaryl compounds in a high yield. The single-crystal X-ray analysis of a Pd(II) complex of 1 revealed its coordination structure, in which two homochiral molecules form a dimer, suggesting that triptycene could provide a chiral environment for asymmetric organic transformations. In fact, optically active 1 obtained by optical resolution showed good enantioselectivity in the palladium-catalyzed asymmetric hydrosilylation of styrene, which represents, for the first time, the asymmetric catalytic activity of triptycene-based monophosphine ligands.

Compensation method for the alignment angle error in pitch deviation measurement

When measuring the tooth flank of an involute helical gear by gear measuring center (GMC), the alignment angle error of a gear axis, which was caused by the assembly error and manufacturing error of the GMC, will affect the measurement accuracy of pitch deviation of the gear tooth flank. Based on the model of the involute helical gear and the tooth flank measurement theory, a method is proposed to compensate the alignment angle error that is included in the measurement results of pitch deviation, without changing the initial measurement method of the GMC. Simulation experiments are done to verify the compensation method and the results show that after compensation, the alignment angle error of the gear axis included in measurement results of pitch deviation declines significantly, more than 90% of the alignment angle errors are compensated, and the residual alignment angle errors in pitch deviation measurement results are less than 0.1 μm. It shows that the proposed method can improve the measurement accuracy of the GMC when measuring the pitch deviation of involute helical gear.

High-pressure circular dichroism spectroscopy up to 400 MPa using polycrystalline yttrium aluminum garnet (YAG) as pressure-resistant optical windows

Circular dichroism (CD) spectroscopy at high pressure (≤400 MPa) was accomplished by using polycrystalline yttrium aluminum garnet (Y3Al5O12, YAG) as pressure-resistant optical windows. Conformational changes, including main-chain helix inversions of poly(quinoxaline-2,3-diyl)s (PQXs), in organic solvents at high hydrostatic pressure (>200 MPa) using a newly developed high-pressure CD cell with polycrystalline YAG windows were demonstrated.