Supporting Information
Linear oligostannanes: a synthetic and TD-DFT study
Shane Harrypersad,a Laura Liao,bAmanKhan,a Stephen Wylie,a and Daniel A. Fouchera,*
aDepartment of Chemistry and Biology, Ryerson University, 350 Victoria Street, Toronto, Ontario, Canada M5B-2K3
E-mail:
bDepartment of Physics, Ryerson University, 350 Victoria Street, Toronto, Ontario, Canada M5B-2K3
Table of Contents
1.0 NMR spectra…………………………………………………………….…………………….5
2.0 DFT Figures……………………………………………………………………………….…23
3.0 Tables………………………………………………………………………………………...26
List of Figures
S1 Structures of Starting Materials and Tristannanes 1-7……………….………………………..4
S21H NMR (C6D6) spectroscopy of E…………..………………………………….…………...5
S3119Sn NMR (C6D6) spectroscopy of E………..…..……………………………………….….5
S41H NMR (C6D6) spectroscopy of F…………..………..………………………………….….6
S5119Sn NMR (C6D6) spectroscopy of F…………..………………..……………………….….6
S61H NMR (C6D6) spectroscopy of G…………..……………………..………………………..7
S7 119Sn NMR (C6D6) spectroscopy of G…………..………………...………………………….7
S8119Sn NMR (C6D6) spectroscopy of H………..………………..……………...….…………..8
S913C NMR (C6D6) spectroscopy of H…………..……………………………………………..8
S101H NMR (C6D6) spectroscopy of 1…………..……………………………………………...9
S1113C NMR (C6D6) spectroscopy of 1…………..………………………………………….….9
S12119Sn NMR (C6D6) spectroscopy of 2………..……………………………………………...10
S1313C NMR (C6D6) spectroscopy of 2…………..………………………………………….….10
S141H NMR (C6D6) spectroscopy of 3…………..…………………………………….………..11
S15119Sn NMR (C6D6) spectroscopy of 3………..…………………………………….………..11
S1613C NMR (C6D6) spectroscopy of 3…………..……………………………………………..12
S171H NMR (C6D6) spectroscopy of 4…………..………………………………………….…..13
S18119Sn NMR (C6D6) spectroscopy of 4………..……………………………………………...13
S1913C NMR (C6D6) spectroscopy of 4…………..………………………………….………….14
S201H NMR (C6D6) spectroscopy of 5…………..……………………………………………...15
S21119Sn NMR (C6D6) spectroscopy of 5………..……………………………………………...15
S2213C NMR (C6D6) spectroscopy of 5…………..……………………………………………..16
S231H NMR (C6D6) spectroscopy of 6…………..……………………………………………...17
S24119Sn NMR (C6D6) spectroscopy of 6………..……………………………………………...17
S2513C NMR (CDCl3) spectroscopy of 6………..………………………………….…………..18
S261H NMR (C6D6) spectroscopy of 7…………..…………………………………………..….19
S27119Sn NMR (C6D6) spectroscopy of 7………..……………………………………………...19
S2813C NMR (C6D6) spectroscopy of 7…………..………………………………………….….20
S29Predicted TD-DFT UV-Vis structures of tristannanes1-7………,……..………..…………21
S30MO diagram of 1…………..…………………………….………………………………….22
S31MO diagram of 2…………..……………………………………….……………………….22
S32MO diagram of 3…………..……………………………………….……………………….22
S33MO diagram of 4…………..……………………………………….……………………….22
S34MO diagram of 5…………..………………………………………………………………..23
S35MO diagram of 6…………..…………………………………….………………………….23S36MO diagram of 7…………..…………………………………….………………………….23
List of Tables
S1:Energies of Optimized Trimers 1-7……………………………………………………….....24
S2: Hartree-Fock Optimization values and DFT LSDA/SDD optimization values …..…….…..25
Figure S1 Structures of starting materialsand tristannanes 1-7.
1.0 NMR Spectra
Figure S21H NMR (C6D6) spectrum of E.
Figure S3119Sn NMR (C6D6) spectrum of E.
Figure S41H NMR (C6D6) spectrum of F.
Figure S5119Sn NMR (C6D6) spectrum of F.
Figure S61H NMR (C6D6) spectrum of G.
Figure S7119Sn NMR (C6D6) spectrum of G.
Figure S81H NMR (C6D6) spectrum of H.
Figure S9119Sn NMR (C6D6) spectrum of H.
Figure S101H NMR (C6D6) spectrum of 1.
Figure S1113C NMR (C6D6) spectrum of 1.
Figure S12119Sn NMR (C6D6) spectrum of 2.
Figure S1313C NMR (C6D6) spectrum of 2.
Figure S141H NMR (C6D6) spectrum of 3.
Figure S15119Sn NMR (C6D6) spectrum of 3.
Figure S1613C NMR (C6D6) spectrum of 3.
Figure S171H NMR (C6D6) spectrum of 4.
Figure S18119Sn NMR (C6D6) spectrum of 4.
Figure S1913C NMR (C6D6) spectrum of 4.
Figure S201H NMR (C6D6) spectrum of 5.
Figure S21119Sn NMR (C6D6) spectrum of 5.
Figure S2213C NMR (C6D6) spectrum of 5.
Figure S231H NMR (C6D6) spectrum of 6.
Figure S24119Sn NMR (C6D6) spectrum of 6.
Figure S2513C NMR (CDCl3) spectrum of 6.
Figure S261H NMR (C6D6) spectrum of 7.
Figure S27119Sn NMR (C6D6) spectrum of 7.
Figure S2813C NMR (C6D6) spectrum of 7.
2.0 DFT Figures
3.1 DFT UV
Figure S29: Predicted TD-DFT UV-Vis structures of tristannanes 1-7.
DFT MO Diagrams of Trimers 1-7
Figure S30: (Left) LUMO (Right) HOMO of 1
Figure S31: (Left) LUMO (Right) HOMO of 2
Figure S32: (Left) LUMO (Right) HOMO of 3
Figure S33: (Left) LUMO (Right) HOMO of 4
Figure S34: (Left) LUMO (Right) HOMO of 5
Figure S35: (Left) LUMO (Right) HOMO of 6
Figure S36: (Left) LUMO (Right) HOMO of 7
3.0 Tables
Trimer / Minimized Energy1 / -1266.00
2 / -1412.67
3 / -1031.48
4 / -1907.97
5 / -1471.30
6 / -562.41
7 / -709.07
Table S1: Minimized Trimer Energies using SDD/LSDA basis set
DFT-Harttree-Fock Comparison Table
Trimer / Bond Length / Bond Angle1 / 2.846 / 2.842 / 112.69 / 97.25
2 / 2.842 / 2.85 / 114.33 / 95.43
3 / 2.845 / 2.842 / 115.77 / 106.88
4 / 2.8 / 2.839 / 109.47 / 109.24
5 / 2.8 / 2.836 / 109.47 / 102.749
6 / 2.78 / 2.839 / 108.52 / 105.51
7 / 2.836 / 2.835 / 115.77 / 101.353
Table S2: Hartree-Fock optimization values and DFT LSDA/SDD optimization values.
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