118:
22:
63:
372:
365:
330:
275:
301:
Co(II)–porphyrin catalysts lack vacant cis-coordination sites available (all occupied). This unique metal coordination mode can prevent a number of possible side reactions associated with cis-coordination, and results in a more effective and selective catalytic process. Although cis-coordination is
258:
catalytic approach for homolytic radical chemistry based on structurally well-defined Co(II) complexes. Due to their distinctive radical mechanisms that involve metal-stabilized radical intermediates, such as α-metalloalkyl radicals, α-metalloaminyl radicals, and α-metalloxyl radicals, the
918:
Xu, Xue; Lu, Hongjian; Ruppel, Joshua V.; Cui, Xin; Lopez de Mesa, Silke; Wojtas, Lukasz; Zhang, X. Peter (2011-10-05). "Highly
Asymmetric Intramolecular Cyclopropanation of Acceptor-Substituted Diazoacetates by Co(II)-Based Metalloradical Catalysis: Iterative Approach for Development of
1055:
Zhu, Shifa; Ruppel, Joshua V.; Lu, Hongjian; Wojtas, Lukasz; Zhang, X. Peter (2008-04-01). "Cobalt-Catalyzed
Asymmetric Cyclopropanation with Diazosulfones: Rigidification and Polarization of Ligand Chiral Environment via Hydrogen Bonding and Cyclization".
297:
is exceedingly difficult, under most reaction conditions, leading to increased catalyst lifetime . Metal ion contamination is a practical issue for many metal-catalyzed processes, and is especially important for pharmaceutical application.
356:
as the only byproduct in a controlled and catalytic manner. The initially formed C- and N-centered radicals can undergo common radical reactions such as radical addition and atom abstraction, but with effective control of reactivity and
1203:
Cui, Xin; Xu, Xue; Lu, Hongjian; Zhu, Shifa; Wojtas, Lukasz; Zhang*, X. Peter (2011-03-16). "Enantioselective
Cyclopropenation of Alkynes with Acceptor/Acceptor-Substituted Diazo Reagents via Co(II)-Based Metalloradical Catalysis".
656:
Lu, Hongjian; Dzik, Wojciech I.; Xu, Xue; Wojtas, Lukasz; de Bruin, Bas; Zhang, X. Peter (2011-06-08). "Experimental
Evidence for Cobalt(III)-Carbene Radicals: Key Intermediates in Cobalt(II)-Based Metalloradical Cyclopropanation".
317:
Third, it has been well documented that the physical and chemical properties of a porphyrin complex of a given metal ion can be systematically tuned by introducing peripheral substituents with varied electronic,
962:
Zhu, Shifa; Xu, Xue; Perman, Jason A.; Zhang, X. Peter (2010-09-22). "A General and
Efficient Cobalt(II)-Based Catalytic System for Highly Stereoselective Cyclopropanation of Alkenes with α-Cyanodiazoacetates".
35:
81:
1148:"Regioselective Synthesis of Multisubstituted Furans via Metalloradical Cyclization of Alkynes with α-Diazocarbonyls: Construction of Functionalized α-Oligofurans"
322:, and conformational environments on the aromatic ring structure of the porphyrin ligand. X. Peter Zhang's group have accomplished porphyrin modification by using
1008:"Acceptor/Acceptor-Substituted Diazo Reagents for Carbene Transfers: Cobalt-Catalyzed Asymmetric Z-Cyclopropanation of Alkenes with α-Nitrodiazoacetates"
182:
154:
41:
806:"Asymmetric Radical Cyclopropanation of Alkenes with In Situ-Generated Donor-Substituted Diazo Reagents via Co(II)-Based Metalloradical Catalysis"
161:
613:
Lu, Hongjian; Zhang, X. Peter (2011-03-21). "Catalytic C–H functionalization by metalloporphyrins: recent developments and future directions".
454:
168:
150:
470:
Degennaro, Leonardo; Trinchera, Piera; Luisi, Renzo (2014-08-27). "Recent
Advances in the Stereoselective Synthesis of Aziridines".
219:
201:
99:
49:
139:
132:
1100:
444:
175:
336:
Together, these advantages provide Co(II)–porphyrin catalysts with high catalytic selectivities and turnover numbers.
392:
Studer, Armido; Curran, Dennis P. (2016-01-04). "Catalysis of
Radical Reactions: A Radical Chemistry Perspective".
128:
700:
Belof, Jonathan L.; Cioce, Christian R.; Xu, Xue; Zhang, X. Peter; Space, Brian; Woodcock, H. Lee (2011-05-23).
281:
Co(II)–porphyrin catalysts have good thermal and metal coordination stability resulting from the macrocyclic
311:
259:
Co(II)–porphyrin-based catalysis system addresses some long-standing challenges in organic transformations.
558:"Exceptional Selectivity in Cyclopropanation Reactions Catalyzed by Chiral Cobalt(II)–Porphyrin Catalysts"
251:
247:
513:
Pellissier, Hélène; Clavier, Hervé (2014-03-12). "Enantioselective Cobalt-Catalyzed
Transformations".
702:"Characterization of Tunable Radical Metal–Carbenes: Key Intermediates in Catalytic Cyclopropanation"
446:
Applied
Homogeneous Catalysis with Organometallic Compounds: A Comprehensive Handbook in Four Volumes
1253:
1258:
425:
1229:
1221:
1185:
1167:
1128:
1120:
1081:
1073:
1037:
1029:
988:
980:
944:
936:
900:
882:
843:
825:
786:
778:
739:
721:
682:
674:
638:
630:
595:
577:
538:
530:
495:
487:
450:
417:
409:
358:
758:
1213:
1175:
1159:
1112:
1065:
1019:
972:
928:
890:
874:
833:
817:
770:
757:
Dzik, Wojciech I.; Xu, Xue; Zhang, X. Peter; Reek, Joost N. H.; de Bruin, Bas (2010-08-11).
729:
713:
666:
622:
585:
569:
522:
479:
401:
303:
1180:
1147:
895:
862:
838:
805:
734:
701:
590:
557:
319:
1247:
443:
Cornils, Boy; Herrmann, Wolfgang A.; Beller, Matthias; Paciello, Rocco (2017-12-26).
349:
307:
429:
863:"Cobalt(II)-Catalyzed Asymmetric Olefin Cyclopropanation with α-Ketodiazoacetates"
1146:
Cui, Xin; Xu, Xue; Wojtas, Lukasz; Kim, Martin M.; Zhang, X. Peter (2012-12-12).
117:
804:
Wang, Yong; Wen, Xin; Cui, Xin; Wojtas, Lukasz; Zhang, X. Peter (2017-01-25).
290:
1225:
1171:
1124:
1077:
1033:
984:
940:
886:
861:
Xu, Xue; Zhu, Shifa; Cui, Xin; Wojtas, Lukasz; Zhang, X. Peter (2013-11-04).
829:
782:
725:
678:
634:
581:
534:
491:
413:
1101:"Cobalt-Catalyzed Asymmetric Cyclopropanation of Electron-Deficient Olefins"
326:-catalyzed coupling processes of chiral amides on bromoporphyrin templates.
323:
282:
263:
240:
236:
1233:
1189:
1132:
1085:
1041:
1024:
1007:
992:
948:
904:
878:
847:
790:
743:
686:
642:
599:
573:
542:
499:
421:
405:
821:
353:
302:
requisite for many catalytic processes, it is not required for catalytic
255:
626:
1217:
1163:
1116:
1069:
976:
932:
774:
717:
670:
526:
483:
266:
porphyrins are effective in a range of stereodefined transformations.
286:
759:"'Carbene Radicals' in CoII(por)-Catalyzed Olefin Cyclopropanation"
345:
371:
364:
329:
294:
274:
111:
56:
15:
1099:
Chen, Ying; Ruppel, Joshua V.; Zhang, X. Peter (2007-10-01).
1006:
Zhu, Shifa; Perman, Jason A.; Zhang, X. Peter (2008-10-20).
370:
363:
328:
273:
352:
to generate C- and N-centered radicals, respectively, with
344:
Radical carbenes such as Co–porphyrin catalysis activate
77:
72:
may be too technical for most readers to understand
243:, inducing and accelerating a chemical reaction.
8:
50:Learn how and when to remove these messages
246:It is a compound in organic chemistry and
1179:
1023:
894:
837:
733:
589:
220:Learn how and when to remove this message
202:Learn how and when to remove this message
100:Learn how and when to remove this message
84:, without removing the technical details.
1206:Journal of the American Chemical Society
1152:Journal of the American Chemical Society
1105:Journal of the American Chemical Society
1058:Journal of the American Chemical Society
965:Journal of the American Chemical Society
921:Journal of the American Chemical Society
810:Journal of the American Chemical Society
763:Journal of the American Chemical Society
659:Journal of the American Chemical Society
1012:Angewandte Chemie International Edition
867:Angewandte Chemie International Edition
562:Angewandte Chemie International Edition
394:Angewandte Chemie International Edition
384:
138:Please improve this article by adding
361:by the porphyrin ligand environment.
82:make it understandable to non-experts
7:
14:
31:This article has multiple issues.
556:Doyle, Michael P. (2009-01-19).
293:ring, dissociation of the metal
262:A family of unique D2-symmetric
151:"Cobalt(II)–porphyrin catalysis"
116:
61:
20:
235:is a process in which a Co(II)
39:or discuss these issues on the
233:Cobalt(II)–porphyrin catalysis
1:
140:secondary or tertiary sources
919:New-Generation Catalysts".
1275:
449:. John Wiley & Sons.
289:. Once inserted into the
615:Chemical Society Reviews
312:group transfer reactions
285:effect of the aromatic
1025:10.1002/anie.200803857
879:10.1002/anie.201305883
574:10.1002/anie.200804940
406:10.1002/anie.201505090
375:
368:
333:
278:
248:free radical reactions
127:relies excessively on
374:
367:
332:
277:
822:10.1021/jacs.6b11336
1158:(49): 19981–19984.
1111:(40): 12074–12075.
971:(37): 12796–12799.
927:(39): 15292–15295.
873:(45): 11857–11861.
769:(31): 10891–10902.
627:10.1039/C0CS00070A
376:
369:
334:
279:
239:complex acts as a
1218:10.1021/ja111334j
1212:(10): 3304–3307.
1164:10.1021/ja309446n
1117:10.1021/ja074613o
1070:10.1021/ja7106838
1064:(15): 5042–5043.
1018:(44): 8460–8463.
977:10.1021/ja1056246
933:10.1021/ja2062506
775:10.1021/ja103768r
718:10.1021/om2001348
712:(10): 2739–2746.
671:10.1021/ja203434c
665:(22): 8518–8521.
527:10.1021/cr4004055
484:10.1021/cr400553c
478:(16): 7881–7929.
456:978-3-527-32897-0
359:stereoselectivity
310:, or for atom or
250:that can involve
230:
229:
222:
212:
211:
204:
186:
110:
109:
102:
54:
1266:
1238:
1237:
1200:
1194:
1193:
1183:
1143:
1137:
1136:
1096:
1090:
1089:
1052:
1046:
1045:
1027:
1003:
997:
996:
959:
953:
952:
915:
909:
908:
898:
858:
852:
851:
841:
816:(3): 1049–1052.
801:
795:
794:
754:
748:
747:
737:
697:
691:
690:
653:
647:
646:
621:(4): 1899–1909.
610:
604:
603:
593:
553:
547:
546:
521:(5): 2775–2823.
515:Chemical Reviews
510:
504:
503:
472:Chemical Reviews
467:
461:
460:
440:
434:
433:
389:
304:cyclopropanation
225:
218:
207:
200:
196:
193:
187:
185:
144:
120:
112:
105:
98:
94:
91:
85:
65:
64:
57:
46:
24:
23:
16:
1274:
1273:
1269:
1268:
1267:
1265:
1264:
1263:
1244:
1243:
1242:
1241:
1202:
1201:
1197:
1145:
1144:
1140:
1098:
1097:
1093:
1054:
1053:
1049:
1005:
1004:
1000:
961:
960:
956:
917:
916:
912:
860:
859:
855:
803:
802:
798:
756:
755:
751:
706:Organometallics
699:
698:
694:
655:
654:
650:
612:
611:
607:
555:
554:
550:
512:
511:
507:
469:
468:
464:
457:
442:
441:
437:
391:
390:
386:
381:
342:
272:
226:
215:
214:
213:
208:
197:
191:
188:
145:
143:
137:
133:primary sources
121:
106:
95:
89:
86:
78:help improve it
75:
66:
62:
25:
21:
12:
11:
5:
1272:
1270:
1262:
1261:
1256:
1246:
1245:
1240:
1239:
1195:
1138:
1091:
1047:
998:
954:
910:
853:
796:
749:
692:
648:
605:
568:(5): 850–852.
548:
505:
462:
455:
435:
383:
382:
380:
377:
350:organic azides
341:
338:
271:
268:
254:. It is a one-
228:
227:
210:
209:
124:
122:
115:
108:
107:
69:
67:
60:
55:
29:
28:
26:
19:
13:
10:
9:
6:
4:
3:
2:
1271:
1260:
1257:
1255:
1252:
1251:
1249:
1235:
1231:
1227:
1223:
1219:
1215:
1211:
1207:
1199:
1196:
1191:
1187:
1182:
1177:
1173:
1169:
1165:
1161:
1157:
1153:
1149:
1142:
1139:
1134:
1130:
1126:
1122:
1118:
1114:
1110:
1106:
1102:
1095:
1092:
1087:
1083:
1079:
1075:
1071:
1067:
1063:
1059:
1051:
1048:
1043:
1039:
1035:
1031:
1026:
1021:
1017:
1013:
1009:
1002:
999:
994:
990:
986:
982:
978:
974:
970:
966:
958:
955:
950:
946:
942:
938:
934:
930:
926:
922:
914:
911:
906:
902:
897:
892:
888:
884:
880:
876:
872:
868:
864:
857:
854:
849:
845:
840:
835:
831:
827:
823:
819:
815:
811:
807:
800:
797:
792:
788:
784:
780:
776:
772:
768:
764:
760:
753:
750:
745:
741:
736:
731:
727:
723:
719:
715:
711:
707:
703:
696:
693:
688:
684:
680:
676:
672:
668:
664:
660:
652:
649:
644:
640:
636:
632:
628:
624:
620:
616:
609:
606:
601:
597:
592:
587:
583:
579:
575:
571:
567:
563:
559:
552:
549:
544:
540:
536:
532:
528:
524:
520:
516:
509:
506:
501:
497:
493:
489:
485:
481:
477:
473:
466:
463:
458:
452:
448:
447:
439:
436:
431:
427:
423:
419:
415:
411:
407:
403:
400:(1): 58–102.
399:
395:
388:
385:
378:
373:
366:
362:
360:
355:
351:
348:reagents and
347:
339:
337:
331:
327:
325:
321:
315:
313:
309:
308:aziridination
305:
299:
296:
292:
288:
284:
276:
269:
267:
265:
260:
257:
253:
249:
244:
242:
238:
234:
224:
221:
206:
203:
195:
184:
181:
177:
174:
170:
167:
163:
160:
156:
153: –
152:
148:
147:Find sources:
141:
135:
134:
130:
125:This article
123:
119:
114:
113:
104:
101:
93:
83:
79:
73:
70:This article
68:
59:
58:
53:
51:
44:
43:
38:
37:
32:
27:
18:
17:
1209:
1205:
1198:
1155:
1151:
1141:
1108:
1104:
1094:
1061:
1057:
1050:
1015:
1011:
1001:
968:
964:
957:
924:
920:
913:
870:
866:
856:
813:
809:
799:
766:
762:
752:
709:
705:
695:
662:
658:
651:
618:
614:
608:
565:
561:
551:
518:
514:
508:
475:
471:
465:
445:
438:
397:
393:
387:
343:
335:
316:
300:
280:
261:
245:
232:
231:
216:
198:
189:
179:
172:
165:
158:
146:
126:
96:
87:
71:
47:
40:
34:
33:Please help
30:
340:Application
291:macrocyclic
1254:Porphyrins
1248:Categories
379:References
270:Attributes
162:newspapers
129:references
90:April 2017
36:improve it
1259:Catalysis
1226:0002-7863
1172:0002-7863
1125:0002-7863
1078:0002-7863
1034:1521-3773
985:0002-7863
941:0002-7863
887:1521-3773
830:0002-7863
783:0002-7863
726:0276-7333
679:0002-7863
635:1460-4744
582:1521-3773
535:0009-2665
492:0009-2665
414:1521-3773
324:palladium
283:chelation
252:homolysis
237:porphyrin
42:talk page
1234:21332140
1190:23205846
1133:17877352
1086:18357991
1042:18825766
993:20735129
949:21870825
905:24115575
848:28051870
791:20681723
744:21643517
687:21563829
643:21088785
600:19117005
543:24428605
500:24823261
430:20122229
422:26459814
354:nitrogen
256:electron
241:catalyst
192:May 2017
1181:3531582
896:3943748
839:5266645
735:3105361
591:3517106
176:scholar
76:Please
1232:
1224:
1188:
1178:
1170:
1131:
1123:
1084:
1076:
1040:
1032:
991:
983:
947:
939:
903:
893:
885:
846:
836:
828:
789:
781:
742:
732:
724:
685:
677:
641:
633:
598:
588:
580:
541:
533:
498:
490:
453:
428:
420:
412:
320:steric
287:ligand
264:chiral
178:
171:
164:
157:
149:
426:S2CID
346:diazo
183:JSTOR
169:books
1230:PMID
1222:ISSN
1186:PMID
1168:ISSN
1129:PMID
1121:ISSN
1082:PMID
1074:ISSN
1038:PMID
1030:ISSN
989:PMID
981:ISSN
945:PMID
937:ISSN
901:PMID
883:ISSN
844:PMID
826:ISSN
787:PMID
779:ISSN
740:PMID
722:ISSN
683:PMID
675:ISSN
639:PMID
631:ISSN
596:PMID
578:ISSN
539:PMID
531:ISSN
496:PMID
488:ISSN
451:ISBN
418:PMID
410:ISSN
155:news
1214:doi
1210:133
1176:PMC
1160:doi
1156:134
1113:doi
1109:129
1066:doi
1062:130
1020:doi
973:doi
969:132
929:doi
925:133
891:PMC
875:doi
834:PMC
818:doi
814:139
771:doi
767:132
730:PMC
714:doi
667:doi
663:133
623:doi
586:PMC
570:doi
523:doi
519:114
480:doi
476:114
402:doi
306:or
295:ion
131:to
80:to
1250::
1228:.
1220:.
1208:.
1184:.
1174:.
1166:.
1154:.
1150:.
1127:.
1119:.
1107:.
1103:.
1080:.
1072:.
1060:.
1036:.
1028:.
1016:47
1014:.
1010:.
987:.
979:.
967:.
943:.
935:.
923:.
899:.
889:.
881:.
871:52
869:.
865:.
842:.
832:.
824:.
812:.
808:.
785:.
777:.
765:.
761:.
738:.
728:.
720:.
710:30
708:.
704:.
681:.
673:.
661:.
637:.
629:.
619:40
617:.
594:.
584:.
576:.
566:48
564:.
560:.
537:.
529:.
517:.
494:.
486:.
474:.
424:.
416:.
408:.
398:55
396:.
314:.
142:.
45:.
1236:.
1216::
1192:.
1162::
1135:.
1115::
1088:.
1068::
1044:.
1022::
995:.
975::
951:.
931::
907:.
877::
850:.
820::
793:.
773::
746:.
716::
689:.
669::
645:.
625::
602:.
572::
545:.
525::
502:.
482::
459:.
432:.
404::
223:)
217:(
205:)
199:(
194:)
190:(
180:·
173:·
166:·
159:·
136:.
103:)
97:(
92:)
88:(
74:.
52:)
48:(
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
