A Quantum-Chemical DFT Approach to Elucidation of the Chirality Transfer Mechanism of the Enantioselective Suzuki–Miyaura Cross-Coupling Reaction

<div>“Cyclic” (<b>2a</b>) and “extended” (<svg height="11.6686pt" id="M6" style="vertical-align:-0.2325001pt" version="1.1" viewbox="-0.0498162 -11.4361 16.5003 11.6686" width="16.5003pt" xmlns="http://www.w3.org/2000/svg" xmlns:xlink="http://www.w3.org/1999/xlink"><g transform="matrix(.013,0,0,-0.013,0,0)"><path d="M440 175C403 110 395 108 335 108H173L293 222C391 316 432 379 432 457C432 568 349 635 250 635C187 635 137 610 100 573L36 479L65 456C97 502 138 544 199 544C268 544 303 495 303 425C303 349 264 274 194 191C145 133 86 78 33 26V0H434C445 42 457 105 473 164L440 175Z" id="g13-48"></path><glyph.data ascent="1024" descent="-360" horiz-adv-x="500" vert-adv-y="500"></glyph.data></g><g transform="matrix(.013,0,0,-0.013,6.5,0)"><path d="M465 45L455 77C444 72 433 69 421 69C404 69 389 81 389 128V293C389 349 380 392 337 425C310 445 280 454 239 454C182 443 111 409 73 383C51 366 38 353 38 335C38 309 74 285 101 285C121 285 136 293 143 319C151 350 160 374 171 388C180 400 191 406 205 406C241 406 265 371 265 308V278C242 258 165 234 106 212C54 192 30 168 30 116C30 54 81 -12 165 -12C185 -12 232 21 270 46C274 34 281 21 295 9C308 -3 329 -12 356 -12L465 45ZM265 79C249 67 238 63 223 63C200 63 163 84 163 139C163 174 179 192 210 208C231 219 247 229 265 239V79Z" id="g13-95"></path><glyph.data ascent="1024" descent="-360" horiz-adv-x="466" vert-adv-y="466"></glyph.data></g><g transform="matrix(.0091,0,0,-0.0091,12.558,-5.741)"><path d="M310 541L304 571C290 586 211 619 185 610L80 76L131 52L310 541Z" id="g50-31"></path><glyph.data ascent="3443" descent="-2856" horiz-adv-x="361" vert-adv-y="361"></glyph.data></g></svg>) conformations of the fluorinated<i> C,P</i>-complex.</div>

Journal of Chemistry

fig2

Figure 2

Figure 2: A Quantum-Chemical DFT Approach to Elucidation of the Chirality Transfer Mechanism of the Enantioselective Suzuki–Miyaura Cross-Coupling Reaction 

Figure 2 | A Quantum-Chemical DFT Approach to Elucidation of the Chirality Transfer Mechanism of the Enantioselective Suzuki–Miyaura Cross-Coupling Reaction 