24:
205:
477:
496:
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
472:
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
497:
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.
408:
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
591:
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".
465:
106:
244:
349:. Pincer type ligands are tridentate ligands that bind three sites on one plane of a metal complex. POCOP forms complexes with one M-C(
647:
Chen, Tao; Yang, Limin; Li, Liang; Huang, Kuo-Wei (2012). "Homocoupling of benzyl halides catalyzed by POCOP–nickel pincer complexes".
228:
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
548:
569:
219:
330:
162:
183:
458:
200:
414:
621:
Pandarus, V; Zargarian, D (2007), "New Pincer-Type
Diphosphinito (POCOP) Complexes of Nickel",
679:
126:
36:
473:
conformations of POCOP pertaining to the various R groups branching off of the donor atoms.
82:
171:
46:
8:
204:
72:
23:
544:
151:
656:
630:
600:
267:
509:
324:
660:
673:
520:
505:
346:
354:
410:
301:
117:
634:
604:
476:
323:
Except where otherwise noted, data are given for materials in their
523:. Ni PCP pincer complexes promote sulfur-carbon forming reactions.
516:
513:
464:
357:
ligands. The term POCOP is used both for the ligand, with formula C
105:
138:
508:
participate in a variety of organic transformation, such as the
590:
390:
60:
Resorcinolbisphosphinite; 1,3-Bis(diphenylphosphinooxy)benzene
95:
188:
350:
538:
484:
In most cases the MPOCOP center features a planar MC
252:
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:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.