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Molecular encapsulation

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An application of encapsulation is controlling reactivity, spectroscopy, and structure. For instance, excited state reactivity of free 1-phenyl-3-tolyl-2-proponanone (abbreviated A-CO-B) yields products A-A, B-B, and AB, which result from decarbonylation followed by random recombination of radicals
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An important implication of encapsulation is that the guest behaves differently from the way it would when in solution. The guest molecule tends to be unreactive and often has distinctive spectroscopic signatures. Compounds normally highly unstable in solution, such as
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is the confinement of a guest molecule inside the cavity of a supramolecular host molecule (molecular capsule, molecular container or cage compounds). Examples of supramolecular host molecule include
203:, a sugar derivate. In this way, encapsuled in small capsules, the fluid can be handled as a powder. The cyclodextrines can absorb an estimated 60 percent of their own weight in alcohol. A US 88:
at room temperature by encapsulating it within a hemicarcerand. Isolation of cyclobutadiene allowed chemists to experimentally confirm one of the most fundamental predictions of the rules of
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A• and B•. Whereas, the same substrate upon encapsulation reacts to yield the controlled recombination product A-B, and rearranged products (isomers of A-CO-B).
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cations. The ruthenium compound decomposes in water within minutes but encapsulated it survives in water for weeks.
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Fraser Hof; Stephen L. Craig; Colin Nuckolls; Julius Rebek Jr. (May 3, 2002). "Molecular Encapsulation".
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One of the first examples of encapsulating a structure at the molecular level was demonstrated by
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ligand (red) and a 1,3,7-octatriene ligand (blue). The total charge for this anion is 11 and the
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The Encapsulation Phenomenon Synthesis, Reactivity and Applications of Caged Ions and Molecules
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Stabilization of Reactive Organometallic Intermediates Inside a Self-Assembled Nanoscale Host
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or cycloheptatetraene, have been isolated at room temperature when molecularly encapsulated.
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10.1002/1521-3773(20020503)41:9<1488::AID-ANIE1488>3.0.CO;2-G
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Udo Pollmer of the European Institute of Food and Nutrition Sciences in
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and coworkers; they were able to isolate highly unstable, antiaromatic
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Molecular encapsulation of a nitrobenzene bound within a
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Dorothea Fiedler, Robert G. Bergman, Kenneth N. Raymond
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has been registered for the process as early as 1974.
235:Yan Voloshin, Irina Belaya, Roland Krämer (2016). 39:Container molecule. Green: Ga cluster, L = ligand, 16:Confinement of a molecule within a larger molecule 1364: 322:, Westdeutsche Zeitung, 28 October 2004 (German) 31:and coworkers in Chem. Commun., 1997, 1303-1304. 426: 199:, alcohol can be molecularly encapsulated in 259:: CS1 maint: multiple names: authors list ( 332:Preparation of an Alcohol Containing Powder 433: 419: 334:, General Foods Corporation March 31, 1972 273: 145:are 5 tetramethyl ammonium cations and 6 95:In another example the cage consists of a 345:Cram, D. J.; Tanner, M. E.; Thomas, R., 34: 18: 384:Angewandte Chemie International Edition 370:Angewandte Chemie International Edition 350:Angewandte Chemie International Edition 62: 1365: 352:Volume 30, Issue 8, Pages 1024 - 1027 274:Kaanumalle, Lakshmi S (Oct 20, 2004). 414: 372:Volume 45, Issue 5, Pages 745 - 748 361: 167:the encapsulation of filaments of a 790:Heated humidified high-flow therapy 313:Alcohol powder: Alcopops from a bag 152:Large metalla-assemblies, known as 13: 1054: 992: 885: 14: 1384: 341: 1232: 758: 519: 513: 325: 306: 267: 228: 1: 558:Effervescent powder or tablet 222: 1342:Patient-controlled analgesia 647:Orally disintegrating tablet 347:The taming of Cyclobutadiene 7: 210: 75: 10: 1389: 853:Relative analgesia machine 186: 1297: 1269: 1241: 1230: 1194: 1161: 1042: 980: 933: 869: 819: 775: 756: 735: 721: 686: 637: 615: 528: 511: 475: 461: 452: 1373:Supramolecular chemistry 442:Routes of administration 45:supramolecular chemistry 968:Extra-amniotic infusion 573:Molecular encapsulation 505:Osmotic delivery system 500:Time release technology 126:and thus very reactive 49:molecular encapsulation 1271:Central nervous system 1059: 997: 925:Mucoadhesive microdisc 890: 122:edges. The guest is a 40: 32: 1114:Transfersome vesicles 1058: 996: 973:Intravesical infusion 889: 57:endohedral fullerenes 38: 22: 800:Metered-dose inhaler 785:Anesthetic vaporizer 163:Other applications: 63:Reactivity of guests 1225:Transdermal implant 1185:(into tissue/blood) 962:Intrauterine device 843:Anaesthetic machine 838:Oxygen concentrator 286:(44): 14366–14367. 1337:Nanocell injection 1060: 998: 891: 745:Dry-powder inhaler 318:2007-09-27 at the 41: 33: 1360: 1359: 1356: 1355: 1187: 1149:Transdermal spray 1144:Transdermal patch 1134:Medicated shampoo 865: 864: 861: 860: 848:Medical inhalants 795:Medical inhalants 723:Respiratory tract 717: 716: 611: 610: 292:10.1021/la203419y 137:catalyst) with a 1380: 1236: 1192: 1191: 1183: 770: 766: 762: 733: 732: 662:Sublingual drops 635: 634: 523: 517: 473: 472: 459: 458: 435: 428: 421: 412: 411: 407: 390:(9): 1488–1508. 364: 344: 335: 329: 323: 310: 304: 303: 280:J. Am. Chem. Soc 271: 265: 264: 258: 250: 232: 139:cyclopentadienyl 118:residing at the 105:stabilized by 6 103:cluster compound 1388: 1387: 1383: 1382: 1381: 1379: 1378: 1377: 1363: 1362: 1361: 1352: 1332:Intraperitoneal 1304:musculoskeletal 1302: 1293: 1265: 1261:Intra-articular 1237: 1228: 1188: 1182: 1181: 1157: 1038: 976: 929: 874: 857: 815: 771: 768: 767: 764: 763: 754: 713: 682: 607: 524: 518: 509: 463:Digestive tract 448: 439: 338: 330: 326: 320:Wayback Machine 311: 307: 272: 268: 252: 251: 247: 233: 229: 225: 213: 189: 169:self-assembling 78: 65: 17: 12: 11: 5: 1386: 1376: 1375: 1358: 1357: 1354: 1353: 1351: 1350: 1345: 1339: 1334: 1329: 1324: 1319: 1314: 1308: 1306: 1295: 1294: 1292: 1291: 1286: 1281: 1275: 1273: 1267: 1266: 1264: 1263: 1258: 1253: 1251:Intracavernous 1247: 1245: 1239: 1238: 1231: 1229: 1227: 1222: 1221: 1220: 1210: 1205: 1203: 1189: 1180: 1179: 1174: 1169: 1163: 1162: 1159: 1158: 1156: 1151: 1146: 1141: 1136: 1131: 1126: 1121: 1116: 1111: 1106: 1101: 1096: 1090: 1085: 1080: 1075: 1070: 1065: 1053: 1051: 1040: 1039: 1037: 1036: 1034:Nutrient enema 1031: 1026: 1025: 1024: 1019: 1009: 1004: 991: 989: 978: 977: 975: 970: 965: 959: 954: 949: 944: 939: 937: 931: 930: 928: 927: 922: 917: 912: 907: 902: 897: 884: 882: 867: 866: 863: 862: 859: 858: 856: 855: 850: 845: 840: 835: 825: 823: 817: 816: 814: 813: 808: 803: 797: 792: 787: 781: 779: 773: 772: 757: 755: 753: 752: 747: 741: 739: 730: 719: 718: 715: 714: 712: 711: 708: 703: 698: 692: 690: 684: 683: 681: 680: 675: 669: 664: 659: 654: 649: 643: 641: 632: 613: 612: 609: 608: 606: 605: 600: 595: 590: 585: 580: 575: 570: 565: 560: 555: 550: 545: 540: 534: 532: 526: 525: 512: 510: 508: 507: 502: 497: 492: 487: 481: 479: 470: 456: 450: 449: 438: 437: 430: 423: 415: 409: 408: 379: 359: 337: 336: 324: 305: 266: 245: 226: 224: 221: 220: 219: 212: 209: 201:cyclodextrines 188: 185: 184: 183: 135:organometallic 86:cyclobutadiene 77: 74: 64: 61: 15: 9: 6: 4: 3: 2: 1385: 1374: 1371: 1370: 1368: 1349: 1346: 1343: 1340: 1338: 1335: 1333: 1330: 1328: 1325: 1323: 1322:Intramuscular 1320: 1318: 1315: 1313: 1310: 1309: 1307: 1305: 1300: 1296: 1290: 1287: 1285: 1282: 1280: 1279:Intracerebral 1277: 1276: 1274: 1272: 1268: 1262: 1259: 1257: 1254: 1252: 1249: 1248: 1246: 1244: 1240: 1235: 1226: 1223: 1219: 1216: 1215: 1214: 1211: 1209: 1206: 1204: 1201: 1197: 1193: 1190: 1186: 1178: 1175: 1173: 1170: 1168: 1165: 1164: 1160: 1155: 1152: 1150: 1147: 1145: 1142: 1140: 1137: 1135: 1132: 1130: 1127: 1125: 1122: 1120: 1117: 1115: 1112: 1110: 1107: 1105: 1102: 1100: 1099:Iontophoresis 1097: 1094: 1091: 1089: 1086: 1084: 1081: 1079: 1076: 1074: 1071: 1069: 1068:Topical cream 1066: 1064: 1061: 1057: 1052: 1049: 1045: 1041: 1035: 1032: 1030: 1027: 1023: 1020: 1018: 1015: 1014: 1013: 1010: 1008: 1005: 1003: 1000: 999: 995: 990: 987: 983: 979: 974: 971: 969: 966: 963: 960: 958: 955: 953: 950: 948: 945: 943: 940: 938: 936: 932: 926: 923: 921: 918: 916: 913: 911: 908: 906: 903: 901: 898: 896: 893: 892: 888: 883: 881: 877: 872: 868: 854: 851: 849: 846: 844: 841: 839: 836: 834: 833:Nasal cannula 830: 827: 826: 824: 822: 818: 812: 809: 807: 804: 801: 798: 796: 793: 791: 788: 786: 783: 782: 780: 778: 774: 761: 751: 748: 746: 743: 742: 740: 738: 734: 731: 728: 724: 720: 709: 707: 704: 702: 699: 697: 694: 693: 691: 689: 685: 679: 676: 673: 670: 668: 665: 663: 660: 658: 655: 653: 650: 648: 645: 644: 642: 640: 636: 633: 630: 626: 622: 618: 614: 604: 601: 599: 596: 594: 591: 589: 586: 584: 581: 579: 576: 574: 571: 569: 566: 564: 561: 559: 556: 554: 551: 549: 546: 544: 541: 539: 536: 535: 533: 531: 527: 522: 516: 506: 503: 501: 498: 496: 493: 491: 488: 486: 483: 482: 480: 478: 474: 471: 468: 464: 460: 457: 455: 451: 447: 443: 436: 431: 429: 424: 422: 417: 416: 413: 405: 401: 397: 393: 389: 385: 380: 378: 375: 371: 367: 363: 360: 358: 355: 351: 348: 343: 340: 339: 333: 328: 321: 317: 314: 309: 301: 297: 293: 289: 285: 281: 277: 270: 262: 256: 248: 246:9783319277387 242: 238: 231: 227: 218: 215: 214: 208: 206: 202: 198: 194: 191:According to 181: 178: 174: 170: 166: 165: 164: 161: 157: 155: 154:metallaprisms 150: 148: 144: 140: 136: 132: 129: 125: 121: 117: 114: 111: 108: 104: 101: 98: 93: 91: 87: 83: 73: 71: 60: 58: 54: 50: 46: 37: 30: 26: 25:hemicarcerand 21: 1327:Intraosseous 1317:Intracardiac 1256:Intravitreal 1218:Injector pen 1213:Subcutaneous 1184: 1154:Jet injector 1139:Dermal patch 952:Vaginal ring 920:Insufflation 672:Effervescent 572: 446:dosage forms 387: 383: 373: 365: 362: 353: 346: 342: 327: 308: 283: 279: 269: 239:. Springer. 236: 230: 193:food chemist 190: 162: 158: 151: 94: 79: 66: 48: 42: 27:reported by 1312:Intravenous 1299:Circulatory 1284:Intrathecal 1208:Intradermal 1200:transdermal 1167:Parenterals 1073:Topical gel 1029:Murphy drip 1007:Suppository 895:Nasal spray 829:Oxygen mask 678:Chewing gum 617:Oral mucosa 217:Cryptophane 143:counterions 131:metallocene 124:16 electron 120:tetrahedron 100:tetrahedral 90:aromaticity 82:Donald Cram 1172:Injections 935:Urogenital 871:Ophthalmic 727:inhalation 701:Toothpaste 629:sublingual 593:Suspension 563:Herbal tea 223:References 171:bi-copper 53:carcerands 1177:infusions 1109:Liposomes 905:Eye drops 900:Ear drops 811:Vaporizer 806:Nebulizer 696:Mouthwash 625:sublabial 548:Electuary 538:Decoction 255:cite book 180:nanowires 147:potassium 128:ruthenium 107:bidentate 1367:Category 1348:PIC line 1289:Epidural 1129:Lip balm 1104:Hydrogel 1095:solution 1078:Liniment 1063:Ointment 1022:Hydrogel 1017:Solution 1002:Ointment 942:Ointment 915:Hydrogel 910:Ointment 706:Ointment 667:Lozenges 657:Lollipop 603:Tincture 588:Solution 568:Hydrogel 553:Emulsion 495:Pastille 404:19750648 377:Abstract 357:Abstract 316:Archived 300:15521751 211:See also 110:catechol 76:Examples 1048:topical 986:enteral 947:Pessary 777:Liquids 750:Smoking 688:Liquids 583:Softgel 530:Liquids 490:Capsule 467:enteral 187:Alcohol 177:polymer 173:complex 116:ligands 97:gallium 1243:Organs 1124:Lotion 1044:Dermal 982:Rectal 957:Douche 737:Solids 674:tablet 639:Solids 621:buccal 578:Powder 543:Elixir 485:Tablet 477:Solids 402:  298:  243:  205:patent 197:Munich 70:arynes 1119:Cream 1083:Paste 1012:Enema 964:(IUD) 880:nasal 802:(MDI) 710:Spray 598:Syrup 113:amide 1344:pump 1196:Skin 1093:DMSO 1088:Film 876:otic 831:and 652:Film 454:Oral 400:PMID 374:2006 354:1991 296:PMID 261:link 241:ISBN 133:(an 55:and 29:Cram 821:Gas 392:doi 288:doi 284:126 175:in 43:In 1369:: 878:, 627:, 623:, 444:, 398:. 388:41 386:. 294:. 282:. 278:. 257:}} 253:{{ 92:. 59:. 47:, 1301:, 1202:) 1198:( 1050:) 1046:( 988:) 984:( 873:, 769:0 765:0 729:) 725:( 631:) 619:( 469:) 465:( 434:e 427:t 420:v 406:. 394:: 302:. 290:: 263:) 249:. 182:.

Index


hemicarcerand
Cram

supramolecular chemistry
carcerands
endohedral fullerenes
arynes
Donald Cram
cyclobutadiene
aromaticity
gallium
tetrahedral
cluster compound
bidentate
catechol
amide
ligands
tetrahedron
16 electron
ruthenium
metallocene
organometallic
cyclopentadienyl
counterions
potassium
metallaprisms
self-assembling
complex
polymer

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