Development of a Telescoped Process for Preparation of N,O-Chelated Diarylborinates

A telescoped process has been developed for practical preparation of N,O-chelated four-coordinate diarylborinates via direct reaction of N,O-chelate ligands with a diarylborinate solution prepared by removal of magnesium via precipitation from a one-pot reaction of aryl bromides, magnesium, and tributylborate. Ten N,O-chelated diarylborinates of representative N,O-chelate ligands of 2-picolinic acid, quinolin-8-ol, <i>N</i>-dimethylglycine, and amino alcohols were readily obtained in good yields. The telescoped process not only minimizes chemical waste and circumvents tedious purification of diarylborinic acids but also eliminates handling of Grignard reagents and improves compatibility with acid-sensitive groups

Comparison of correct label configuration (dark) and reverted configuration (light) with average LMSD on US-MERGE and US-SNAP datasets.

<p>An asterisk indicates statistically significant (<i>p</i> < 0.05) increment in average LMSD from correct configuration to reverted one.</p

Comparison of registration results of TACICP algorithm with the state-of-the-art intensity-based and hybrid algorithms using average LMSD on US-MERGE and US-SNAP datasets.

<p>HYBRID represents hybrid model method. MI represents mutual information method.</p

RSR_1.5 of ICP and CICP algorithms in two steps on US-MERGE and US-SNAP datasets.

<p>RSR_1.5 of ICP and CICP algorithms in two steps on US-MERGE and US-SNAP datasets.</p

Comparison of ICP (dark) and CICP (light) in two steps with (a) average LMSD and (b) LMAXD on US-MERGE and US-SNAP datasets.

<p>An asterisk in (a) and (b) indicates statistically significant (<i>p</i> < 0.05) reduction in average LMSD or LMAXD from ICP to CICP.</p

Example slices near the carotid bifurcation from a healthy volunteer for MERGE (left), SNAP (middle), and US (right) images.

<p>Example slices near the carotid bifurcation from a healthy volunteer for MERGE (left), SNAP (middle), and US (right) images.</p

Average ΔLMSD using TACICP algorithm with different amplitude of zero mean Gaussian noise on the contours on US-MERGE and US-SNAP datasets.

<p>Average ΔLMSD using TACICP algorithm with different amplitude of zero mean Gaussian noise on the contours on US-MERGE and US-SNAP datasets.</p

Lumen contours of CCA (orange), ICA (green) and ECA (red) in single MR (MERGE) slice with ICA and ECA (a) or CCA (b) using different feature-based algorithms.

<p>The solid lines represent the MR contours, and the dash lines represent the transformed US contours drew on the same slice.</p

Average LMSD with different conditional distance weight of CCA-ECA or CCA-ICA pair on US-MERGE (dark) and US-SNAP (light) datasets.

<p>The dash line indicated the average LMSD with approximately infinite weight (<i>w</i>₁ = 10000) on both datasets.</p

Average LMSD using TACICP algorithm and rigid CICP algorithm for different relative distance from MR bifurcation slices (the closest slice to vessel bifurcation) on US-MERGE and US-SNAP datasets.

<p>Average LMSD using TACICP algorithm and rigid CICP algorithm for different relative distance from MR bifurcation slices (the closest slice to vessel bifurcation) on US-MERGE and US-SNAP datasets.</p