Data for: "Direct photochemical control of imine exchange reactions"

This dataset is all of the data produced which relates to the text "Direct photochemical control of imine exchange reactions"

 

The data set is separated loosely into 

 

1) Computational-data : All of the simulated data
 
2) Kinetics : All of the data which lead to the nmr-time monitored experiments, where samples were equilibrated then irradiated and heated
 
3) Photophysical-characterisation : All UV-VIS spectra and luminance spectra
 
4) Synthetic-data-and-charcterisation : the details of the synthetises, and the 1H NMR, 13C NMR, IR, Mass-Spec, and Elemental analysis data
 
 
Generally within these folders, subfolders, subsubfolders etc. the folders contain zipped HTML copies of the lab notebooks, images of the graphs which result from them, and code which has generated them. Within further folders will be data which produces these graphs.
 
 
The way to interact with the compressed HTML lab notebooks, is to unzip them, and then open the HTML files.
 
 
Warning: The code for generating the graphs has not been cleaned up; it is presented as it was at time of publication. It will take some time for you to follow it, not because it is complex, but because it includes a lot of unnecessary diversions. Often I was working out how to process the data as I programmed them.
 

 

 

Where to find this data for each figure is given as follows:

 

Figure 1: -not data-

 

Figure 2: .\photophysical-characterisation\Imines-UV-VIS

 

Figure 3: .\Kinetics\Kinetic-main

 

Figure 4: .\Kinetics\Kinetic-temperature

 

Figure 5: .\Computational-data

 

Figure S1: .\photophysical-characterisation\Amines-UV-VIS

 

Figure S2: .\Kinetics\Supplementary-kinetic

 

Figure S3: .\Kinetics\Supplementary-temperature-kinetic

 

Figure S4: .\Computational-data

 

Figure S5: .\Kinetics\Kinetic-main\nmr\A-4-20-1mnova.mnova

 

Figure S6: .\Kinetics\Kinetic-main\nmr\A-4-21-1mnova.mnova

 

Figure S7: .\Synthetic-data-and-characterisation\[compound-data]\1H-NMR

 

Figure S8: .\Synthetic-data-and-characterisation\[compound-data]\1H-NMR

 

Figure S9: .\photophysical-characterisation\LED-Luminence

 

Figure S10: .\photophysical-characterisation\LED-Luminence

 

Figure S11: -not data-

 

Figure S12: -not data-

 

Figure S13: .\Synthetic-data-and-characterisation\Characterisation_A-imine\1H-NMR

 

Figure S14: .\Synthetic-data-and-characterisation\Characterisation_MA-imine\1H-NMR

 

Figure S15: .\Synthetic-data-and-characterisation\Characterisation_DMMA-imine\1H-NMR

 

Figure S16: .\Synthetic-data-and-characterisation\Characterisation_FLUR-imine\1H-NMR

 

 

 

 

The dataset contains details of the following compounds:

 

Article name: A-Imine

 

IUPAC name: (E)-N-phenyl-1-(thieno[3,2-b]thiophen-2-yl)methanimine

 

SMILES Code: C1(/N=C/C2=CC(SC=C3)=C3S2)=CC=CC=C1

 

SLN: C[2](N=[S=I]CC[8]=CC(SC=C[16])=C@16S@9)=CC=CC=C@3

 

InChI: 1S/C13H9NS2/c1-2-4-10(5-3-1)14-9-11-8-13-12(16-11)6-7-15-13/h1-9H/b14-9+

 

InChI key: FMENSGUUZYOJTA-NTEUORMPSA-N

 

 

Article name: DMMA-Imine

 

IUPAC name: (E)-N,N-dimethyl-4-((thieno[3,2-b]thiophen-2-ylmethylene)amino)aniline

 

SMILES Code: CN(C)C1=CC=C(/N=C/C2=CC(SC=C3)=C3S2)C=C1

 

SLN: CN(C)C[1]=CC=C(N=[S=I]CC[9]=CC(SC=C[17])=C@17S@10)C=C@2

 

InChI: InChI=1S/C15H14N2S2/c1-17(2)12-5-3-11(4-6-12)16-10-13-9-15-14(19-13)7-8-18-15/h3-10H,1-2H3/b16-10+

 

InChI key: XWBXQJOJYSCJCK-MHWRWJLKSA-N

 

 

Article name: FLUR-Imine

 

IUPAC name: (E)-N-(9H-fluoren-2-yl)-1-(thieno[3,2-b]thiophen-2-yl)methanimine

 

SMILES Code: C1(C=CC=C2)=C2C(C=CC(/N=C/C3=CC(SC=C4)=C4S3)=C5)=C5C1

 

SLN: C[1](C=CC=C[13])=C@13C(C=CC(N=[S=I]CC[16]=CC(SC=C[23])=C@23S@16)=C[8])=C@9C@2

 

InChI: InChI=1S/C20H13NS2/c1-2-4-17-13(3-1)9-14-10-15(5-6-18(14)17)21-12-16-11-20-19(23-16)7-8-22-20/h1-8,10-12H,9H2/b21-12+

 

InChI key: RSZKSUGPHCONDB-CIAFOILYSA-N

 

 

Article name: MA-Imine

 

IUPAC name: (E)-1-(thieno[3,2-b]thiophen-2-yl)-N-(p-tolyl)methanimine

 

SMILES Code: CC1=CC=C(/N=C/C2=CC(SC=C3)=C3S2)C=C1

 

SLN: CC[1]=CC=C(N=[S=I]CC[9]=CC(SC=C[17])=C@17S@10)C=C@2

 

InChI: InChI=1S/C14H11NS2/c1-10-2-4-11(5-3-10)15-9-12-8-14-13(17-12)6-7-16-14/h2-9H,1H3/b15-9+

 

InChI key: XARWNOWDJRWLJY-OQLLNIDSSA-N

 

 

IUPAC name: (E)-4-((thieno[3,2-b]thiophen-2-ylmethylene)amino)benzonitrile

 

SMILES Code: N#CC1=CC=C(/N=C/C2=CC(SC=C3)=C3S2)C=C1

 

SLN: N#CC[5]=CC=C(N=[S=I]CC[8]=CC(SC=C[16])=C@16S@9)C=C@6

 

InChI: InChI=1S/C14H8N2S2/c15-8-10-1-3-11(4-2-10)16-9-12-7-14-13(18-12)5-6-17-14/h1-7,9H/b16-9+

 

InChI key: MTCNXZQWYYVDCG-CXUHLZMHSA-N

 

 

IUPAC name: (E)-N-(4-methoxyphenyl)-1-(thieno[3,2-b]thiophen-2-yl)methanimine

 

SMILES Code: COC1=CC=C(/N=C/C2=CC(SC=C3)=C3S2)C=C1

 

SLN: COC[5]=CC=C(N=[S=I]CC[8]=CC(SC=C[16])=C@16S@9)C=C@6

 

InChI: InChI=1S/C14H11NOS2/c1-16-11-4-2-10(3-5-11)15-9-12-8-14-13(18-12)6-7-17-14/h2-9H,1H3/b15-9+

 

InChI key: WIBJKKCQZPFCIZ-OQLLNIDSSA-N

 

 

Article name: A-Amine

 

IUPAC name: Benzenamine

 

Common name: Aniline

 

SMILES Code: NC1=CC=CC=C1

 

SLN: NC[2]=CC=CC=C@3

 

InChI: InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2

 

InChI key: PAYRUJLWNCNPSJ-UHFFFAOYSA-N

 

CAS no: 62-53-3

 

 

 

Article name: MA-Amine

 

IUPAC name: 4-Aminotoluene

 

Common name: p-toludine

 

SMILES Code: NC1=CC=CC=C1

 

SLN: NC[2]=CC=CC=C@3

 

InChI: InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2

 

InChI key: PAYRUJLWNCNPSJ-UHFFFAOYSA-N

 

CAS no: 106-49-0

 

 

Article name: DMMA-Amine

 

IUPAC name: N1,N1-dimethylbenzene-1,4-diamine

 

SMILES Code: NC1=CC=C(N(C)C)C=C1

 

SLN: NC[2]=CC=C(N(C)C)C=C@3

 

InChI: InChI=1S/C8H12N2/c1-10(2)8-5-3-7(9)4-6-8/h3-6H,9H2,1-2H3

 

InChI key: BZORFPDSXLZWJF-UHFFFAOYSA-N

 

CAS no: 99-98-9

 

 

Article name: FLUR-Amine

 

IUPAC name: 9H-fluoren-2-amine

 

SMILES Code: NC1=CC(CC2=C3C=CC=C2)=C3C=C1

 

SLN: NC[2]=CC(CC[8]=C[9]C=CC=C@9)=C(@10)C=C@3

 

InChI: InChI=1S/C13H11N/c14-11-5-6-13-10(8-11)7-9-3-1-2-4-12(9)13/h1-6,8H,7,14H2

 

InChI key: CFRFHWQYWJMEJN-UHFFFAOYSA-N

 

CAS no: 153-78-6

 

 

IUPAC name: 4-aminobenzonitrile

 

SMILES Code: NC1=CC=C(C#N)C=C1

 

SLN: NC[2]=CC=C(C#N)C=C@3

 

InChI: InChI=1S/C7H6N2/c8-5-6-1-3-7(9)4-2-6/h1-4H,9H2

 

InChI key: YBAZINRZQSAIAY-UHFFFAOYSA-N

 

CAS no: 873-74-5