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POCOP

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core. The rigid conformation and square planar geometry of the POCOP ligand allow for systematic changes over the steric and electronic environment at the metal center. The geometry of metal compounds formed with POCOP ligands can be seen through the P-Ni-P (164.01 Å ) and C-Ni-Cl (178.31Å) bond
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Representative complexes are of the type Ni(POCOP)X (X = halide, alkyl, thiolate). The halides arise by direct reaction of the ligand and a nickel halide and offer a relatively cheap, nontoxic and readily available option of the ligand for various applications. There can also be variable
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angles found for (POCOP)NiCl. The bond angles of this compound are representative of angles found for several other pocop metal compounds. Because of relatively small P-Ni-P bond angle the otherwise Ni complexes exhibit a slight tetrahedral distortion.
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Interest in POCOP arises from its easy synthesis, which accommodates many substituents on phosphorus and results in higher yields than other PCP analogues. The parent POCOP ligand is prepared by treating
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Bedford, Robin B.; Draper, Sylvia M.; Noelle Scully, P.; Welch, Samantha L. (2000). "Palladium bis(phosphinite) 'PCP'-pincer complexes and their application as catalysts in the Suzuki reaction".
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Chen, Tao; Yang, Limin; Li, Liang; Huang, Kuo-Wei (2012). "Homocoupling of benzyl halides catalyzed by POCOP–nickel pincer complexes".
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InChI=1S/C30H24O2P2/c1-5-16-27(17-6-1)33(28-18-7-2-8-19-28)31-25-14-13-15-26(24-25)32-34(29-20-9-3-10-21-29)30-22-11-4-12-23-30/h1-24H
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Pandarus, V; Zargarian, D (2007), "New Pincer-Type Diphosphinito (POCOP) Complexes of Nickel",
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conformations of POCOP pertaining to the various R groups branching off of the donor atoms.
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Except where otherwise noted, data are given for materials in their
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ligands. The term POCOP is used both for the ligand, with formula C
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participate in a variety of organic transformation, such as the
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Resorcinolbisphosphinite; 1,3-Bis(diphenylphosphinooxy)benzene
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In most cases the MPOCOP center features a planar MC
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O(c3cccc(OP(c1ccccc1)c2ccccc2)c3)P(c4ccccc4)c5ccccc5
567: 620: 671: 150: 646: 81: 539:Morales-Morales, David; Jensen, Craig (2007), 480:Thermal ellipsoid plot of Ni(POCOP)Cl compound 570:"Pincer Complexes. Applications in Catalysis" 640: 616: 614: 563: 561: 559: 403: 203: 125: 170: 475: 463: 611: 556: 199: 672: 51:1,3-Phenylene bis(diphenylphosphinite) 532: 500: 457:Related ligands can be prepared from 231:Key: PFCIJALLGNUKRS-UHFFFAOYSA-N 373:, and its complexes, with formula C 141: 13: 468:Structure of a Ni(POCOP)X complex. 291: 14: 691: 541:The Chemistry of Pincer Compounds 279: 22: 327:(at 25 °C , 100 kPa). 584: 285: 273: 1: 526: 568:Morales-Morales, D. (2004). 7: 10: 696: 459:chlorodiisopropylphosphine 661:10.1016/j.tet.2012.05.075 321: 260: 240: 215: 65: 57: 45: 35: 30: 21: 593:New Journal of Chemistry 415:chlorodiphenylphosphine 404:Synthesis and structure 519:, and homocoupling of 481: 469: 479: 467: 47:Preferred IUPAC name 574:Rev. Soc. Quím. Méx 309: g·mol 18: 501:Catalytic reaction 482: 470: 331:Infobox references 16: 655:(31): 6152–6157. 635:10.1021/om700400x 629:(17): 4321–4334, 550:978-0-444-53138-4 339:Chemical compound 337: 336: 184:CompTox Dashboard 107:Interactive image 687: 665: 664: 644: 638: 637: 618: 609: 608: 605:10.1039/B004793G 588: 582: 581: 565: 554: 553: 536: 517:oligomerizations 308: 293: 287: 281: 275: 268:Chemical formula 208: 207: 192: 190: 174: 154: 143: 129: 109: 85: 26: 19: 15: 695: 694: 690: 689: 688: 686: 685: 684: 670: 669: 668: 645: 641: 623:Organometallics 619: 612: 599:(10): 745–747. 589: 585: 566: 557: 551: 537: 533: 529: 510:hydrosilylation 503: 495: 491: 487: 452: 448: 444: 440: 436: 432: 428: 424: 406: 398: 394: 388: 384: 380: 376: 372: 368: 364: 360: 353:) bond and two 340: 333: 328: 306: 296: 290: 284: 278: 270: 256: 253: 248: 247: 236: 233: 232: 229: 223: 222: 211: 201:DTXSID301241325 193: 186: 177: 157: 144: 132: 112: 99: 88: 75: 61: 53: 52: 41: 12: 11: 5: 693: 683: 682: 667: 666: 639: 610: 583: 555: 549: 530: 528: 525: 521:benzyl halides 506:Pincer ligands 502: 499: 493: 489: 485: 455: 454: 450: 446: 442: 438: 434: 430: 426: 422: 405: 402: 396: 392: 386: 382: 378: 374: 370: 366: 362: 358: 338: 335: 334: 329: 325:standard state 322: 319: 318: 315: 311: 310: 304: 298: 297: 294: 288: 282: 276: 271: 266: 263: 262: 258: 257: 255: 254: 251: 243: 242: 241: 238: 237: 235: 234: 230: 227: 226: 218: 217: 216: 213: 212: 210: 209: 196: 194: 182: 179: 178: 176: 175: 167: 165: 159: 158: 156: 155: 147: 145: 137: 134: 133: 131: 130: 122: 120: 114: 113: 111: 110: 102: 100: 93: 90: 89: 87: 86: 78: 76: 71: 68: 67: 63: 62: 59: 55: 54: 50: 49: 43: 42: 40:1,3-Bisbenzene 39: 33: 32: 28: 27: 9: 6: 4: 3: 2: 692: 681: 678: 677: 675: 662: 658: 654: 650: 643: 636: 632: 628: 624: 617: 615: 606: 602: 598: 594: 587: 580:(4): 338–346. 579: 575: 571: 564: 562: 560: 552: 546: 542: 535: 531: 524: 522: 518: 515: 511: 507: 498: 478: 474: 466: 462: 460: 420: 419: 418: 416: 412: 401: 399: 356: 352: 348: 347:pincer ligand 345:is a type of 344: 332: 326: 320: 317:Yellow solid 316: 313: 312: 305: 303: 300: 299: 272: 269: 265: 264: 259: 250: 249: 246: 239: 225: 224: 221: 214: 206: 202: 198: 197: 195: 185: 181: 180: 173: 169: 168: 166: 164: 161: 160: 153: 149: 148: 146: 140: 136: 135: 128: 124: 123: 121: 119: 116: 115: 108: 104: 103: 101: 97: 92: 91: 84: 80: 79: 77: 74: 70: 69: 64: 56: 48: 44: 38: 34: 29: 25: 20: 680:Phosphinites 652: 648: 642: 626: 622: 596: 592: 586: 577: 573: 543:, Elsevier, 540: 534: 504: 483: 471: 456: 407: 342: 341: 66:Identifiers 58:Other names 649:Tetrahedron 355:phosphinite 314:Appearance 261:Properties 83:279214-81-2 527:References 433:+ 2 ClPPh 411:resorcinol 302:Molar mass 172:RV3YH2Y6FP 118:ChemSpider 94:3D model ( 73:CAS Number 37:IUPAC name 674:Category 514:ethylene 453:+ 2 HCl 389:] (Ph = 152:11169966 307:478.468 139:PubChem 127:9345060 547:  512:, and 245:SMILES 31:Names 17:POCOP 445:(OPPh 437:→ C 413:with 381:(OPPh 365:(OPPh 343:POCOP 220:InChI 96:JSmol 545:ISBN 429:(OH) 351:aryl 163:UNII 657:doi 631:doi 601:doi 189:EPA 142:CID 676:: 653:68 651:. 627:26 625:, 613:^ 597:24 595:. 578:48 576:. 572:. 558:^ 461:. 417:: 400:) 283:24 277:30 663:. 659:: 633:: 607:. 603:: 494:2 492:P 490:2 488:O 486:3 451:2 449:) 447:2 443:4 441:H 439:6 435:2 431:2 427:4 425:H 423:6 421:C 397:5 395:H 393:6 391:C 387:2 385:) 383:2 379:3 377:H 375:6 371:2 369:) 367:2 363:4 361:H 359:6 295:2 292:P 289:2 286:O 280:H 274:C 191:) 187:( 98:)

Index


IUPAC name
Preferred IUPAC name
CAS Number
279214-81-2
JSmol
Interactive image
ChemSpider
9345060
PubChem
11169966
UNII
RV3YH2Y6FP
CompTox Dashboard
DTXSID301241325
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InChI
SMILES
Chemical formula
Molar mass
standard state
Infobox references
pincer ligand
aryl
phosphinite
C6H5
resorcinol
chlorodiphenylphosphine
chlorodiisopropylphosphine

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