24:
211:
138:
366:
33:
420:
586:, a highly influential chemist of that era, often criticised Zeise's proposal, but Zeise's proposal was decisively supported in 1868 when Birnbaum prepared the complex using ethylene. Zeise's salt received a great deal of attention during the second half of the 19th century because chemists could not explain its
911:
374:
550:. Analysis of the barrier heights indicates that the π-bonding between most metals and the alkene is weaker than the σ-bonding. In Zeise's anion, this rotational barrier has not been assessed.
346:
940:
1724:
1521:
728:
Chock, P. B.; Halpern, J.; Paulik, F. E.; Shupack, Saul I.; Deangelis, Thomas P. (January 1990). "Potassium
Trichloro(Ethene)Platinate(II) (Zeise's Salt)".
1249:
433:
822:
Love, R. A.; Koetzle, T. F.; Williams, G. J. B.; Andrews, L. C.; Bau, R. (1975). "Neutron diffraction study of the structure of Zeise's salt, KPtCl
1175:
1226:
250:
1572:
619:
428:
1269:
710:
1157:
1123:
750:
95:
599:
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1534:
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225:
1219:
1149:
440:
493:
1777:
1497:
509:
1679:
840:
1627:
637:
Many other ethylene complexes have been prepared. For example, ethylenebis(triphenylphosphine)platinum(0),
546:
plane. In Zeise's salt and related compounds, the alkene rotates about the metal-alkene bond with a modest
133:
698:
1212:
189:
1712:
365:
1847:
1837:
1789:
871:"Von der Wirkung zwischen Platinchlorid und Alkohol, und von den dabei entstehenden neuen Substanzen"
866:
563:
497:
145:
206:
873:[On the reaction between platinum chloride and alcohol, and its resulting new substances].
595:
567:
559:
489:
1078:(2001). "A Historical Perspective on Dewar's Landmark Contribution to Organometallic Chemistry".
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591:
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358:
45:
508:
This compound is commercially available as a hydrate. The hydrate is commonly prepared from
1742:
1655:
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1487:
1448:
1440:
1049:
992:
884:
71:
912:"The First Organometallic Compounds: William Christopher Zeise and His Platinum Complexes"
23:
8:
1750:
1732:
1643:
1472:
1080:
1040:
1022:(1971). "A Re-determination of the Crystal and Molecular Structure of Zeise's salt, KPtCl
983:
730:
587:
468:
61:
1053:
996:
888:
210:
137:
1842:
1619:
1581:
1358:
1235:
932:
630:
594:
in the 20th century. Zeise's salt stimulated much scientific research in the field of
1092:
1529:
1188:
1153:
1119:
936:
756:
746:
678:
658:
583:
547:
456:
1108:"Some Notes on the Early Development of Models of Bonding in Olefin-Metal Complexes"
1180:
1173:
Steven D. Paget (2001). "(−)-Dichloro(ethylene)(α-methylbenzylamine)platinum(II)".
1088:
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1000:
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892:
875:
848:
804:
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524:
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273:
177:
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1115:
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578:. Following careful analysis he proposed that the resulting compound contained
411:
1061:
1004:
928:
808:
1826:
1184:
1139:
896:
570:, who prepared this compound in 1830 while investigating the reaction of PtCl
485:
331:
126:
760:
1019:
962:
775:
615:, derived from Zeise's salt by elimination of KCl followed by dimerisation.
1691:
1407:
1339:
1292:
852:
234:
InChI=1S/C2H4.3ClH.K.H2O.Pt/c1-2;;;;;;/h1-2H2;3*1H;;1H2;/q;;;;+1;;+2/p-3
1427:
1386:
310:
146:
106:
1320:
1204:
472:
870:
410:
Except where otherwise noted, data are given for materials in their
965:(1969). "The crystal and molecular structure of Zeise's salt, KPtCl
778:(1969). "The crystal and molecular structure of Zeise's salt, KPtCl
590:. This question remained unanswered until the determination of its
579:
520:
516:
478:
94:
677:)Me) is a chiral derivative of Zeise's salt that is used for the
575:
164:
32:
488:
geometry. The salt is of historical importance in the area of
481:
602:
explains how the metal is coordinated to the C=C double bond.
542:
The alkene C=C bond is approximately perpendicular to the PtCl
402:
455:, potassium trichloro(ethylene)platinate(II) hydrate, is the
84:
598:
and would be key in defining new concepts in chemistry. The
194:
1563:
398:
821:
1112:
727:
1017:
394:
649:), wherein the platinum is three-coordinate and in
653:0 (Zeise's salt is a derivative of platinum(II)).
49:Potassium trichloro(ethylene)platinate(II) hydrate
1824:
176:
1172:
960:
773:
562:compounds to be reported. It was discovered by
70:
1176:Encyclopedia of Reagents for Organic Synthesis
1220:
484:. The anion features a platinum atom with a
1227:
1213:
633:, is a common platinum(II) alkene complex.
467:O. The anion of this air-stable, yellow,
209:
136:
114:
1110:. In Leigh, G. J.; Winterton, N. (eds.).
1105:
530:. The water of hydration can be removed
205:
1825:
1234:
1145:Organometallic Chemistry and Catalysis
1138:
1074:
127:
1208:
865:
237:Key: DCEGWIMEFFONKJ-UHFFFAOYSA-K
909:
605:
1018:Jarvis, J. A. J.; Kilbourn, B. T.;
167:
13:
558:Zeise's salt was one of the first
492:as one of the first examples of a
14:
1859:
496:and is named for its discoverer,
297:
418:
364:
303:
291:
285:
31:
22:
1166:
1132:
1099:
1068:
494:transition metal alkene complex
414:(at 25 °C , 100 kPa).
1011:
954:
903:
859:
815:
767:
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503:
300:
279:
1:
1093:10.1016/S0022-328X(01)01155-X
685:
537:
7:
961:Black, M.; Mais, R. H. B.;
774:Black, M.; Mais, R. H. B.;
600:Dewar–Chatt–Duncanson model
10:
1864:
743:10.1002/9780470132593.ch90
553:
326:Yellow to orange crystals
1801:
1762:
1612:
1285:
1262:
1242:
1179:. John Wiley & Sons.
1062:10.1107/S0567740871002231
1005:10.1107/S0567740869004699
929:10.1595/003214084X2827683
809:10.1107/S0567740869004699
618:COD-platinum dichloride,
564:William Christopher Zeise
498:William Christopher Zeise
408:
345:
340:
266:
246:
221:
54:
44:
39:
30:
21:
1833:Organoplatinum compounds
1185:10.1002/047084289X.rd119
897:10.1002/andp.18310970402
596:organometallic chemistry
568:University of Copenhagen
490:organometallic chemistry
592:X-ray crystal structure
1106:Winterton, N. (2002).
1076:Mingos, D. Michael P.
657:Dichloro(ethylene)(α-
627:platinum(II) chloride
566:, a professor at the
519:in the presence of a
1118:. pp. 103–110.
910:Hunt, L. B. (1984).
620:(cyclooctadiene)PtCl
469:coordination complex
1081:J. Organomet. Chem.
1054:1971AcCrB..27..366J
1041:Acta Crystallogr. B
997:1969AcCrB..25.1753B
984:Acta Crystallogr. B
889:1831AnP....97..497Z
853:10.1021/ic50153a012
711:"C&L Inventory"
661:)platinum(II) (PtCl
588:molecular structure
318: g·mol
18:
1236:Platinum compounds
1152:. pp. 41–43.
631:1,5-cyclooctadiene
441:Infobox references
16:
1820:
1819:
1608:
1607:
1159:978-3-540-46128-9
1125:978-0-85404-469-6
917:Platin. Met. Rev.
847:(11): 2653–2657.
797:Acta Crystallogr.
752:978-0-471-52619-3
699:Aldrich datasheet
679:chiral resolution
659:methylbenzylamine
606:Related compounds
584:Justus von Liebig
548:activation energy
457:chemical compound
449:Chemical compound
447:
446:
389:Hazard statements
190:CompTox Dashboard
96:Interactive image
17:Zeise's salt
1855:
1848:Chloro complexes
1838:Alkene complexes
1738:
1561:
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1483:
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1481:
1229:
1222:
1215:
1206:
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1199:
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1103:
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1008:
991:(9): 1753–1759.
958:
952:
951:
949:
948:
939:. Archived from
907:
901:
900:
876:Ann. Phys. Chem.
863:
857:
856:
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813:
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803:(9): 1753–1759.
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274:Chemical formula
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98:
74:
35:
26:
19:
15:
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1576:
1559:
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1513:
1505:
1501:
1492:
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1475:
1473:
1468:
1460:
1452:
1444:
1435:
1431:
1423:
1419:
1415:
1411:
1402:
1398:
1394:
1390:
1382:
1378:
1374:
1366:
1362:
1354:
1350:
1346:
1335:
1331:
1327:
1316:
1312:
1308:
1304:
1300:
1296:
1281:
1277:
1273:
1258:
1253:
1238:
1233:
1203:
1202:
1195:
1171:
1167:
1160:
1137:
1133:
1126:
1104:
1100:
1073:
1069:
1037:
1033:
1029:
1025:
1016:
1012:
980:
976:
972:
968:
959:
955:
946:
944:
908:
904:
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837:
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793:
789:
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768:
753:
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722:
709:
708:
704:
697:
693:
688:
676:
672:
668:
664:
651:oxidation state
648:
644:
640:
625:, derived from
623:
614:
611:Zeise's dimer,
608:
573:
556:
545:
540:
528:
513:
506:
466:
450:
443:
438:
437:
436: ?)
427:
423:
419:
415:
391:
377:
361:
315:
296:
290:
284:
276:
262:
259:
258:.C=C.Cl(Cl)Cl.O
254:
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242:
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235:
229:
228:
217:
199:
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183:
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101:
88:
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64:
50:
12:
11:
5:
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1605:
1603:
1599:
1595:
1591:
1587:
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1574:
1570:
1568:
1567:(II) compounds
1565:Organoplatinum
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1193:
1165:
1158:
1140:Astruc, Didier
1131:
1124:
1116:RSC Publishing
1098:
1067:
1048:(2): 366–372.
1035:
1031:
1027:
1023:
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978:
974:
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953:
902:
883:(4): 497–541.
858:
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766:
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715:echa.europa.eu
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666:
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621:
616:
612:
607:
604:
571:
560:organometallic
555:
552:
543:
539:
536:
526:
511:
505:
502:
464:
448:
445:
444:
439:
417:
416:
412:standard state
409:
406:
405:
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207:DTXSID90936900
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1225:
1223:
1218:
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1211:
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1207:
1196:
1194:0-471-93623-5
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1021:
1020:Owston, P. G.
1014:
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994:
990:
986:
985:
964:
963:Owston, P. G.
957:
943:on 2023-05-22
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882:
879:(in German).
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776:Owston, P. G.
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731:Inorg. Synth.
724:
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632:
628:
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601:
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589:
585:
581:
577:
574:with boiling
569:
565:
561:
551:
549:
535:
533:
529:
522:
518:
514:
501:
499:
495:
491:
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486:square planar
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332:Melting point
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1111:
1101:
1087:(1–2): 1–8.
1084:
1079:
1070:
1045:
1039:
1013:
988:
982:
956:
945:. Retrieved
941:the original
923:(2): 76–83.
920:
915:
905:
880:
874:
867:Zeise, W. C.
861:
844:
841:Inorg. Chem.
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769:
734:
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723:
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705:
694:
636:
557:
541:
531:
507:
473:
471:contains an
453:Zeise's salt
452:
451:
380:
347:
55:Identifiers
737:: 349–351.
681:of alkenes.
504:Preparation
375:Signal word
323:Appearance
267:Properties
134:100.158.770
1827:Categories
947:2022-09-28
686:References
523:amount of
359:Pictograms
311:Molar mass
107:ChemSpider
83:3D model (
72:16405-35-9
62:CAS Number
46:IUPAC name
1843:Chlorides
937:100304495
673:)(PhCH(NH
538:Structure
521:catalytic
459:with the
350:labelling
155:630-445-1
147:EC Number
1150:Springer
1142:(2007).
869:(1831).
761:86223997
580:ethylene
532:in vacuo
517:ethylene
479:ethylene
341:Hazards
116:21241825
1692:Pt(OAc)
1582:Pt(CNO)
1441:Pt(OAc)
1436:(PyrMe)
1243:Pt(-II)
1050:Bibcode
993:Bibcode
885:Bibcode
576:ethanol
554:History
461:formula
434:what is
432: (
381:Warning
336:220 °C
165:PubChem
1802:Pt(VI)
1725:Pt(OH)
1613:Pt(IV)
1522:Pt(OH)
1408:(Cy(NH
1363:Pt(CN)
1343:-Pt(NH
1324:-Pt(NH
1286:Pt(II)
1270:Pt(PPh
1191:
1156:
1122:
935:
759:
749:
482:ligand
429:verify
426:
316:386.60
251:SMILES
178:193510
40:Names
1790:XePtF
1763:Pt(V)
1590:KPtCl
1577:(Cod)
1387:Pt(NH
1371:Pt(NH
1341:trans
1293:Pt(NH
1263:Pt(0)
933:S2CID
226:InChI
85:JSmol
1751:PtSe
1717:PtCl
1704:)(NH
1684:PtCl
1664:PtCl
1656:PtBr
1648:PtCl
1636:PtCl
1573:PtCl
1535:Pt(C
1530:PtSm
1502:PtCl
1457:PtCl
1449:PtBr
1432:PtCl
1416:)PtC
1379:PtCl
1189:ISBN
1154:ISBN
1120:ISBN
1038:O".
981:O".
838:O".
794:O".
757:OCLC
747:ISBN
645:C=CH
641:Pt(H
629:and
525:SnCl
515:and
403:H335
399:H319
395:H315
1809:PtF
1782:PtF
1770:PtF
1743:PtS
1734:PtI
1708:Cy)
1700:(NH
1672:PtF
1628:(NH
1620:PtO
1555:PtS
1510:(NO
1489:PtP
1474:PtI
1465:PtF
1322:cis
1301:(CO
1181:doi
1089:doi
1085:635
1058:doi
1001:doi
925:doi
893:doi
849:doi
805:doi
801:B25
739:doi
582:.
463:K·H
348:GHS
195:EPA
168:CID
1829::
1713:Na
1696:Cl
1428:NH
1399:CH
1395:CO
1351:Cl
1332:Cl
1254:Pt
1250:Cs
1187:.
1148:.
1114:.
1056:.
1046:27
1044:.
1034:.H
1026:.C
999:.
989:25
987:.
977:.H
969:.C
931:.
921:28
914:.
891:.
881:97
845:14
834:·H
826:·C
790:·H
782:·C
755:.
745:.
735:28
713:.
665:(C
534:.
500:.
401:,
397:,
352::
304:Pt
292:Cl
1811:6
1792:6
1784:6
1780:2
1778:O
1772:5
1753:2
1745:2
1736:4
1727:4
1719:6
1715:2
1706:2
1702:3
1698:2
1694:2
1686:6
1682:2
1680:K
1674:4
1666:4
1658:4
1650:6
1646:2
1644:H
1638:6
1634:2
1632:)
1630:4
1622:2
1600:4
1598:H
1596:2
1594:C
1592:3
1584:2
1575:2
1549:2
1547:)
1545:2
1543:O
1541:7
1539:H
1537:5
1524:2
1516:4
1514:)
1512:3
1504:4
1500:2
1498:K
1491:2
1479:2
1467:2
1459:2
1451:2
1443:2
1434:2
1430:3
1422:4
1420:O
1418:2
1414:2
1412:)
1410:2
1403:O
1401:2
1397:2
1393:2
1391:)
1389:3
1381:4
1377:4
1375:)
1373:3
1365:4
1361:2
1359:K
1353:2
1349:2
1347:)
1345:3
1334:2
1330:2
1328:)
1326:3
1315:6
1313:H
1311:4
1309:C
1307:2
1305:)
1303:2
1299:2
1297:)
1295:3
1276:4
1274:)
1272:3
1252:2
1228:e
1221:t
1214:v
1197:.
1183::
1162:.
1128:.
1095:.
1091::
1064:.
1060::
1052::
1036:2
1032:4
1030:H
1028:2
1024:3
1007:.
1003::
995::
979:2
975:4
973:H
971:2
967:3
950:.
927::
899:.
895::
887::
855:.
851::
836:2
832:4
830:H
828:2
824:3
811:.
807::
792:2
788:4
786:H
784:2
780:3
763:.
741::
717:.
675:2
671:4
669:H
667:2
663:2
647:2
643:2
639:2
622:2
613:2
572:4
544:3
527:2
512:2
510:K
477:-
474:η
465:2
424:Y
301:O
298:K
295:3
289:6
286:H
283:2
280:C
197:)
193:(
87:)
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