Rearrangements of protonated 1,5-cyclooctadiene


Method: DFT/PBE/L1 (chemical shifts by DFT/PBE/L22)

Click on ellipse to view 3D structure in popup window (run JSmol)

Topology of PES (without energy)

image/svg+xml Part 4 7.38 kcal yy7.38 kcal 10.50 kcal yy-yy10.50 kcal 11.63 kcal 7d11.63 kcal 11.94 kcal 410e11.94 kcal 18.82 kcal tr118.82 kcal 68.29 kcal tr1-7c68.29 kcal 70.99 kcal tr1-410f70.99 kcal 18.94 kcal 510_418.94 kcal 19.87 kcal 510_519.87 kcal 20.06 kcal 510_620.06 kcal 20.52 kcal tr320.52 kcal 23.87 kcal 420s323.87 kcal 40.85 kcal 420s3-320s240.85 kcal 24.87 kcal 320s324.87 kcal 25.35 kcal 510_825.35 kcal 40.62 kcal 510_8-410e40.62 kcal 30.41 kcal 420ss30.41 kcal 40.35 kcal 420ss-320s340.35 kcal 33.43 kcal 410f33.43 kcal 34.23 kcal 320s234.23 kcal 34.98 kcal 0934.98 kcal 36.34 kcal 1136.34 kcal 45.98 kcal 11-7d45.98 kcal 38.65 kcal 7c38.65 kcal 46.52 kcal tr446.52 kcal 13.74 kcal 320t13.74 kcal 31.82 kcal 320s_31.82 kcal 33.31 kcal 320s_-320t33.31 kcal 19.23 kcal mu19.23 kcal 28.79 kcal 0328.79 kcal 35.83 kcal 03-mu35.83 kcal 43.32 kcal 03-xxx343.32 kcal 31.20 kcal 0731.20 kcal 36.29 kcal 07-mu36.29 kcal 39.44 kcal xxx339.44 kcal 9.69 kcal 330s9.69 kcal 0.00 kcal 330t0.00 kcal 4.09 kcal 330t-330t4.09 kcal 1.96 kcal 4101.96 kcal 9.30 kcal 7b9.30 kcal 9.43 kcal 7a9.43 kcal 17.88 kcal 330s-330t17.88 kcal 10.70 kcal 330s2-330s10.70 kcal 10.71 kcal 330s210.71 kcal 11.05 kcal 410a11.05 kcal 17.64 kcal 410a-410b17.64 kcal 54.83 kcal 410a-41054.83 kcal 11.35 kcal cp11.35 kcal 25.39 kcal cp-cp25.39 kcal 40.84 kcal cp-cp140.84 kcal 11.44 kcal 410d11.44 kcal 11.61 kcal 330s111.61 kcal 11.64 kcal 330s1-330s211.64 kcal 14.73 kcal 410c14.73 kcal 15.39 kcal 510_115.39 kcal 23.69 kcal 510_1-510_723.69 kcal 41.29 kcal 510_1-410d41.29 kcal 15.55 kcal 510_215.55 kcal 20.86 kcal 510_2-510_720.86 kcal 16.04 kcal 410b16.04 kcal 16.11 kcal cp116.11 kcal 17.56 kcal 510_317.56 kcal 19.34 kcal 420s19.34 kcal 19.78 kcal 510_719.78 kcal 21.18 kcal 0121.18 kcal 23.44 kcal 01-330s123.44 kcal 23.61 kcal 01-330s223.61 kcal 23.62 kcal 01-330s23.62 kcal 26.50 kcal 01-420s226.50 kcal 32.00 kcal 01-1032.00 kcal 48.71 kcal 01-7b48.71 kcal 21.37 kcal 0221.37 kcal 22.23 kcal 02-330s22.23 kcal 24.33 kcal 02-420s24.33 kcal 33.23 kcal 02-0533.23 kcal 33.48 kcal 02-0633.48 kcal 36.33 kcal 02-510_336.33 kcal 44.72 kcal 02-410c44.72 kcal 22.36 kcal tr222.36 kcal 23.13 kcal tr2-330t23.13 kcal 22.63 kcal 420s222.63 kcal 24.32 kcal 420s124.32 kcal 25.47 kcal 420s1-tr225.47 kcal 30.34 kcal 420s1-cp30.34 kcal 39.51 kcal 420s1-320s39.51 kcal 40.28 kcal 420s1--320s40.28 kcal 24.50 kcal 320s124.50 kcal 29.57 kcal 0429.57 kcal 31.32 kcal 04-0631.32 kcal 31.62 kcal 04-0431.62 kcal 33.66 kcal 04-330s33.66 kcal 42.72 kcal 04-xxx142.72 kcal 80.65 kcal 04-xxx280.65 kcal 29.94 kcal 420ss129.94 kcal 38.79 kcal 420ss1-320s138.79 kcal 30.18 kcal 0530.18 kcal 39.32 kcal 05-7a39.32 kcal 44.60 kcal 05-xxx444.60 kcal 80.06 kcal 05-0580.06 kcal 31.08 kcal 0631.08 kcal 33.13 kcal 06-0433.13 kcal 31.32 kcal 0831.32 kcal 34.55 kcal 08-330s34.55 kcal 38.21 kcal 08-7b38.21 kcal 31.53 kcal 1031.53 kcal 35.00 kcal 10--510_135.00 kcal 37.26 kcal 10-510_137.26 kcal 42.69 kcal 10-410b42.69 kcal 31.90 kcal 320s31.90 kcal 31.98 kcal 320s-320s131.98 kcal 35.36 kcal xxx235.36 kcal 40.37 kcal xxx140.37 kcal 40.55 kcal xxx440.55 kcal Part 1 Part 2 Part 3
Zero energy corresponds to 01. The only common structure for Parts 1,2,3 is 330s

Part 1

kcal/mol 34 - 32 - 30 - 28 - 26 - 24 - 22 - 20 - 18 - 16 - 14 - 12 - 10 - 8 - 6 - 4 - 2 - 0 - -2 - -4 - -6 - -8 - -10 - -12 - ~ ~ -14 - -18 - -20 - -19.22 kcal 410 -19.22 kcal -11.88 kcal 7b -11.88 kcal -11.49 kcal 330s -11.49 kcal -9.58 kcal 330s1 -9.58 kcal -9.54 kcal 330s1-330s2 -9.54 kcal -10.13 kcal 410a -10.13 kcal -3.55 kcal 410a-410b -3.55 kcal 33.65 kcal 410a-410 33.65 kcal -9.75 kcal 410d -9.75 kcal -10.49 kcal 330s2 -10.49 kcal -10.48 kcal 330s2-330s -10.48 kcal -5.79 kcal 510_1 -5.79 kcal 2.51 kcal 510_1-510_7 2.51 kcal 20.10 kcal 510_1-410d 20.10 kcal -5.14 kcal 410b -5.14 kcal -5.63 kcal 510_2 -5.63 kcal -0.32 kcal 510_2-510_7 -0.32 kcal -1.41 kcal 510_7 -1.41 kcal 0.00 kcal 01 0.00 kcal 2.43 kcal 01-330s 2.43 kcal 2.26 kcal 01-330s1 2.26 kcal 2.43 kcal 01-330s2 2.43 kcal 5.32 kcal 01-420s2 5.32 kcal 10.82 kcal 01-10 10.82 kcal 27.53 kcal 01-7b 27.53 kcal 1.44 kcal 420s2 1.44 kcal 10.34 kcal 10 10.34 kcal 13.82 kcal 10--510_1 13.82 kcal 16.07 kcal 10-510_1 16.07 kcal 21.51 kcal 10-410b 21.51 kcal 10.14 kcal 08 10.14 kcal 13.36 kcal 08-330s 13.36 kcal 17.03 kcal 08-7b 17.03 kcal

Part 2

kcal/mol 60 - 58 - ~ ~ 56 - 26 - 24 - 22 - 20 - 18 - 16 - 14 - 12 - 10 - 8 - 6 - 4 - 2 - 0 - -2 - -4 - -6 - -8 - -10 - -12 - -14 - -16 - -16.91 kcal 420s -16.91 kcal -11.49 kcal 330s -11.49 kcal -11.75 kcal 7a -11.75 kcal -6.45 kcal 410c -6.45 kcal -3.62 kcal 510_3 -3.62 kcal 0.19 kcal 02 0.19 kcal 1.04 kcal 02-330s 1.04 kcal 3.14 kcal 02-420s 3.14 kcal 12.29 kcal 02-06 12.29 kcal 12.05 kcal 02-05 12.05 kcal 15.14 kcal 02-510_3 15.14 kcal 23.54 kcal 02-410c 23.54 kcal 8.40 kcal 04 8.40 kcal 10.13 kcal 04-06 10.13 kcal 10.44 kcal 04-04 10.44 kcal 12.47 kcal 04-330s 12.47 kcal 21.53 kcal 04-xxx1 21.53 kcal 59.46 kcal 04-xxx2 59.46 kcal 9.90 kcal 06 9.90 kcal 11.95 kcal 06-04 11.95 kcal 9.01 kcal 05 9.01 kcal 18.14 kcal 05-7a 18.14 kcal 23.42 kcal 05-xxx4 23.42 kcal 58.88 kcal 05-05 58.88 kcal 14.18 kcal xxx2 14.18 kcal 19.18 kcal xxx1 19.18 kcal 19.37 kcal xxx4 19.37 kcal

Part 3

kcal/mol 20 - 19 - 18 - ~ ~ 17 - 12 - 11 - 10 - 9 - ~ ~ 8 - 5 - 4 - 3 - 2 - 1 - ~ ~ 0 - -2 - -3 - -4 - -5 - ~ ~ -6 - -9 - -10 - -11 - ~ ~ -12 - -16 - -17 - ~ ~ -18 - -20 - -21 - -21.18 kcal 330t -21.18 kcal -17.09 kcal 330t-330t -17.09 kcal -11.49 kcal 330s -11.49 kcal -3.30 kcal 330s-330t -3.30 kcal -9.83 kcal cp -9.83 kcal 4.21 kcal cp-cp 4.21 kcal 19.65 kcal cp-cp1 19.65 kcal -5.07 kcal cp1 -5.07 kcal 1.18 kcal tr2 1.18 kcal 1.94 kcal tr2-330t 1.94 kcal 3.14 kcal 420s1 3.14 kcal 4.29 kcal 420s1-tr2 4.29 kcal 9.16 kcal 420s1-cp 9.16 kcal 18.33 kcal 420s1-320s 18.33 kcal 19.10 kcal 420s1--320s 19.10 kcal 3.32 kcal 320s1 3.32 kcal 8.76 kcal 420ss1 8.76 kcal 17.60 kcal 420ss1-320s1 17.60 kcal 10.80 kcal 320s-320s1 10.80 kcal 10.72 kcal 320s 10.72 kcal

Part 4

kcal/mol 50 - 48 - ~ ~ 46 - 28 - 26 - 24 - 22 - 20 - 18 - 16 - 14 - 12 - 10 - 8 - 6 - 4 - 2 - 0 - -2 - -4 - -6 - -8 - -10 - -12 - -14 - -16 - -15.37 kcal 320s_ -15.37 kcal 12.13 kcal 320s_-320t 12.13 kcal -16.39 kcal 420ss -16.39 kcal 19.17 kcal 420ss-320s3 19.17 kcal -13.81 kcal yy -13.81 kcal -10.69 kcal yy-yy -10.69 kcal -9.24 kcal 410e -9.24 kcal -9.56 kcal 7d -9.56 kcal -7.44 kcal 320t -7.44 kcal -2.24 kcal 510_4 -2.24 kcal -1.96 kcal mu -1.96 kcal -2.35 kcal tr1 -2.35 kcal 47.11 kcal tr1-7c 47.11 kcal 49.81 kcal tr1-410f 49.81 kcal -1.31 kcal 510_5 -1.31 kcal -1.12 kcal 510_6 -1.12 kcal -0.67 kcal tr3 -0.67 kcal 2.68 kcal 420s3 2.68 kcal 19.67 kcal 420s3-320s2 19.67 kcal 3.68 kcal 320s3 3.68 kcal 4.19 kcal 510_8 4.19 kcal 19.44 kcal 510_8-410e 19.44 kcal 7.61 kcal 03 7.61 kcal 14.64 kcal 03-mu 14.64 kcal 22.14 kcal 03-xxx3 22.14 kcal 10.01 kcal 07 10.01 kcal 15.10 kcal 07-mu 15.10 kcal 12.25 kcal 410f 12.25 kcal 13.79 kcal 09 13.79 kcal 13.05 kcal 320s2 13.05 kcal 15.16 kcal 11 15.16 kcal 24.79 kcal 11-7d 24.79 kcal 18.26 kcal xxx3 18.26 kcal 17.47 kcal 7c 17.47 kcal 25.33 kcal tr4 25.33 kcal
21.02.2019