92:
299:
135:
InChI=1S/C96H30/c1-10-31-37-16-4-22-43-49-28-51-45-24-6-18-39-33-12-2-14-35-41-20-8-26-47-53-30-54-48-27-9-21-42-36-15-3-13-34-40-19-7-25-46-52-29-50-44-23-5-17-38-32(11-1)55(31)70-73(58(37)43)82-64(49)79-66(51)84-75(60(39)45)71(56(33)35)77(62(41)47)86-68(53)81-69(54)87-78(63(42)48)72(57(34)36)76(61(40)46)85-67(52)80-65(50)83(74(70)59(38)44)91(82)94-88(79)95(92(84)86)90(81)96(89(80)94)93(85)87/h1-30H
24:
159:
C1=C2C3C4=C5C6=C7C8=C9C%10=C6C=3C3=C6C%11=C%12C(=CC=CC%12=C31)C1=CC=CC3=C1C%11=C1C%11C3=CC=CC=%11C3=CC%11C(=C%12C%13=C%14C(=CC=CC=%11%14)C%11=CC=CC%14=C%11C%13=C%11C%13C%14=CC=CC=%13C%13=CC%14C(=C5C5=C%15C(=CC=CC=%14%15)C%14=CC=CC%15=C%14C5=C4C4C%15=CC=CC2=4)C7=C%13C%11=C%128)C9=C3C1=C6%10
282:-butyl derivative were first prepared in 1997, along with a collection of other very large PAHs. Due to the low solubility of these compounds, they could only be characterized by mass spectrometry when they were first synthesized, as neither NMR nor UV-Vis data could be collected.
275:-hexabenzocoronenes arranged symmetrically around a center. These have also been known as building blocks of molecular electronics since 2004 as they form self-assembling columns and nanotubes.
151:
445:
Hill, J. P.; Jin, W.; Kosaka, A.; Fukushima, T.; Ichihara, H.; Shimomura, T.; Ito, K.; Hashizume, T.; Ishii, N.; Aida, T. (2004). "Self-assembled hexa-
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126:
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237:
557:
221:
875:
375:
Ito, Shunji; Herwig, Peter Tobias; Böhme, Thilo; Rabe, Jürgen P.; Rettig, Wolfgang; Müllen, Klaus (2000). "Bishexa-
708:
348:
406:
Wu, Jishan; Watson, Mark D.; Tchebotareva, Natalia; Wang, Zhaohui; Müllen, Klaus (2004). "Oligomers of hexa-
500:
Iyer, Vivekanantan S.; Wehmeier, Mike; Brand, J. Diedrich; Keegstra, Menno A.; Müllen, Klaus (1997-08-18).
769:
764:
410:-hexabenzocoronenes as 'super-oligophenylenes': Synthesis, electronic properties, and self-assembly".
346:
Randić, Milan; Gao, Xiaofeng (1999). "Giant benzenoid hydrocarbons. Superphenalene resonance energy".
315:
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40:
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58:
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112:
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174:
68:
462:
298:
911:
820:
789:
723:
718:
611:
215:
967:
543:
322:(12,500). The molecule has a threefold symmetry axis perpendicular to the molecule (C
486:
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214:
Except where otherwise noted, data are given for materials in their
932:
297:
91:
81:
539:
271:
It can be considered as an overlapping structure of three hexa-
45:
Dibenzobenzoanthratetraphenotetracenohexacenodiheptacene
502:"From Hexa‐ peri ‐hexabenzocoronene to "Superacenes""
256:. It can be formally considered to consist of three
925:
844:
798:
701:
640:
599:
573:
306:Superphenalene has a planar geometry. With 540,000
506:Angewandte Chemie International Edition in English
67:
551:
8:
558:
544:
536:
111:
15:
379:-hexabenzocoronenyl: A 'superbiphenyl'".
449:-hexabenzocoronene graphitic nanotube".
381:Journal of the American Chemical Society
341:
339:
335:
156:
131:
138:Key: GJDYQJRSHRSMEZ-UHFFFAOYSA-N
7:
290:It is not known to occur naturally.
29:Chemical structure of superphenalene
14:
310:, it has significantly more than
302:Planar geometry of superphenalene
974:Polycyclic aromatic hydrocarbons
567:Polycyclic aromatic hydrocarbons
412:The Journal of Organic Chemistry
186:
22:
238:polycyclic aromatic hydrocarbon
218:(at 25 °C , 100 kPa).
180:
1:
308:mesomeric boundary structures
990:
212:
167:
147:
122:
51:
39:
34:
21:
733:-Benzopyrene(Olympicene)
349:New Journal of Chemistry
471:10.1126/science.1097789
518:10.1002/anie.199716041
303:
709:Benzacephenanthrylene
301:
320:buckminsterfullerene
41:Preferred IUPAC name
693:Tricyclobutabenzene
463:2004Sci...304.1481H
457:(5676): 1481–1483.
208: g·mol
18:
318:(16,100) and also
304:
266:-hexabenzocoronene
222:Infobox references
16:
961:
960:
872:Hexabenzocoronene
755:Benzofluoranthene
750:Benzofluoranthene
745:Benzofluoranthene
740:Benzofluoranthene
663:Benzophenanthrene
512:(15): 1604–1607.
424:10.1021/jo0490301
418:(24): 8194–8204.
393:10.1021/ja000850e
387:(32): 7698–7706.
312:hexabenzocoronene
230:Chemical compound
228:
227:
93:Interactive image
981:
862:Diindenoperylene
770:Dibenzanthracene
765:Dibenzanthracene
760:trans-Bicalicene
560:
553:
546:
537:
530:
529:
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491:
490:
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436:
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403:
397:
396:
372:
366:
365:
362:10.1039/A808949C
343:
316:supernaphthalene
278:It and its hexa-
242:chemical formula
236:is a very large
207:
205:
188:
182:
175:Chemical formula
115:
95:
71:
26:
19:
989:
988:
984:
983:
982:
980:
979:
978:
964:
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926:General classes
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260:superbenzenes (
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118:
98:
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17:Superphenalene
12:
11:
5:
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977:
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950:
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935:
929:
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923:
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912:Trinaphthylene
909:
907:Superphenalene
904:
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823:
821:Dibenzopyrenes
818:
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795:
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790:Tetraphenylene
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782:
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648:Benzanthracene
644:
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629:
624:
619:
614:
612:Acenaphthylene
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356:(2): 251–260.
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234:Superphenalene
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216:standard state
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843:
837:
834:
832:
829:
827:
824:
822:
819:
817:
814:
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811:Benzoperylene
809:
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788:
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689:
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684:
681:
679:
676:
674:
671:
669:
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664:
661:
659:
658:Benzofluorene
656:
654:
653:Benzofluorene
651:
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633:
630:
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625:
623:
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42:
38:
33:
25:
20:
906:
857:Dicoronylene
806:Anthanthrene
730:
688:Triphenylene
673:Fluoranthene
632:Phenanthrene
607:Acenaphthene
509:
505:
495:
454:
450:
446:
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384:
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289:
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277:
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263:
233:
232:
52:Identifiers
831:Triangulene
816:Corannulene
724:Benzopyrene
719:Benzopyrene
714:Benzopyrene
591:Naphthalene
240:(PAH) with
168:Properties
69:196505-76-7
876:Hexa-cata-
617:Anthracene
330:References
294:Properties
286:Occurrence
197:Molar mass
104:ChemSpider
80:3D model (
59:CAS Number
953:Phenacene
943:Cyclacene
938:Circulene
867:Heptacene
775:Pentacene
683:Tetracene
627:Phenalene
526:0570-0833
113:103879658
968:Category
948:Helicene
902:Sumanene
892:Rubicene
882:Kekulene
852:Coronene
845:7+ rings
836:Zethrene
826:Hexacene
780:Perylene
668:Chrysene
622:Fluorene
581:Butalene
487:39674411
479:15178796
432:15549787
917:Truxene
897:Rubrene
887:Ovalene
799:6 rings
702:5 rings
641:4 rings
600:3 rings
586:Azulene
574:2 rings
459:Bibcode
451:Science
314:(250),
785:Picene
678:Pyrene
524:
485:
477:
430:
152:SMILES
35:Names
933:Acene
483:S2CID
262:hexa-
258:fused
127:InChI
82:JSmol
522:ISSN
475:PMID
447:peri
428:PMID
408:peri
377:peri
280:tert
273:peri
264:peri
206:.296
514:doi
467:doi
455:304
420:doi
389:doi
385:122
358:doi
268:).
204:183
970::
520:.
510:36
508:.
504:.
481:.
473:.
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453:.
426:.
416:69
414:.
383:.
354:23
352:.
338:^
326:).
254:30
248:96
190:30
184:96
878:)
874:(
731:H
729:6
559:e
552:t
545:v
528:.
516::
489:.
469::
461::
434:.
422::
395:.
391::
364:.
360::
324:3
251:H
245:C
202:1
187:H
181:C
84:)
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