Issue in Honor of Prof. Rosa Ma Claramunt ARKIVOC 2014 (ii) 346-361
The second member of this class has as dualist the graph corresponding to trans-decalin, see Figure 7, second structure. Its IUPAC name is nonadecacyclo[20.16.0.01,6.02,35.03,20.03,32.04,29 . 05,26.07,24.09,38.010,23.012,37.013,22.014,35.015,20.016,33.018,31.019,28.021,26]octatriacontane. The Balaban- Schleyer code, which is [123(1)2312323]perimantane, distinguishes it from the perimantane having as dualist the graph of cis-decalin. The latter diamondoid has code [123(1)2412423]perimantane, and the IUPAC (von Baeyer) name nonadecacyclo[18.18.0.01,26.02,35.03,28 . 04,21.06,29.07,22.09,30.010,27.011,32.013,26.013,34.014,37.016,25.017,38.019,24.022,27.028,33]octatriacontane.
In Table 2 we present data for the first perimantanes with all-trans-perhydroacene graphs as dualists. Their IUPAC names were generated by the POLCYC program up to k = 5; for higher k values the required computer time would be unreasonably high.
Table 2. The smallest perimantanes with all-trans-perhydroacene graphs as dualists
n k Formula Partition Main ring Perhydroacenic dualist Abbreviation a-t-H-k 6 1 C26H30 C2(CH)18(CH2)6 12 + 12 cyclohexane a-t-H-mono 10 2 C38H40 C6(CH)24(CH2)8 20 + 16 decalin a-t-H-di 14 3 C50H50 C10(CH)30(CH2)10 24 + 24 perhydroanthracene a-t-H-tri 18 4 C62H60 C14(CH)36(CH2)12 32 + 28 perhydrotetracene a-t-H-tetra 22 5 C74H70 C18(CH)42(CH2)14 36 + 36 perhydropentacene a-t-H-penta 26 6 C86H80 C22(CH)48(CH2)16 44 + 40 perhydrohexacene a-t-H-hexa 30 7 C98H90 C26(CH)54(CH2)18 48 + 48 perhydroheptacene a-t-H-hepta
In the following we use the number k of six-membered rings in the dualist as parameter for perimantanes having dualists isomorphic with all-trans-perhydroacenes. Below we give, for k = 3,4,5, the name of the dualist, in parentheses a shorthand notation for the dualist, and finally the corresponding perimantane’s IUPAC name.
trans,trans-Perhydroanthracene (a-t-H-tri, k = 3): hexacosacyclo[24.24.0.01,6.02,43.03,24.03,40.04,37.05,34.07,32.08,49.09,30.011,48.012,29.014,47.015,28.016,45 .
017,26.018,43.019,24.020,41.022,39.023,36.025,34.027,32.028,49.045,50]pentacontane, see the middle structure in Figure 7;
trans,trans,trans-Perhydrotetracene (a-t-H-tetra, k = 4):
tritriacontacyclo[32.28.0.01,10.02,55.03,8.03,32.04,53.05,30.05,50.06,47.07,44.09,42.011,40.012,61.013,38.015,60 . 016,37.018,59.019,36.020,57.021,34.022,55.023,32.024,53.025,30.026,51.028,49.029,46.031,44.033,42.035,40.036,61.057,62]
dohexacontane, see the fourth structure in Fig. 7;
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