1,4-Dithiane
Singlet oxygen


Clennan, E.L.; Wang, D.-X.; Yang, K.; Hodgson, D.J.; Oki, A.R.
J. Am. Chem. Soc. 114, 3021-3027 (1992)

Reaction: 1,4-Dithiane + 1O2* ® products and/or physical quenching
Solvent: C6H5CH3

k = 2.0 × 106(L mol-1 s-1), T = 298K

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly

Photosensitizer = 5,10,15,20-Tetraphenylporphine.


Clennan, E.L.; Wang, D.-X.; Yang, K.; Hodgson, D.J.; Oki, A.R.
J. Am. Chem. Soc. 114, 3021-3027 (1992)

Reaction: 1,4-Dithiane + 1O2* ® products and/or physical quenching
Solvent: CH3COCH3

k = 4.8 × 106(L mol-1 s-1), T = 298K

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly

Photosensitizer = Rose Bengal dianion.


Clennan, E.L.; Wang, D.-X.; Yang, K.; Hodgson, D.J.; Oki, A.R.
J. Am. Chem. Soc. 114, 3021-3027 (1992)

Reaction: 1,4-Dithiane + 1O2* ® products and/or physical quenching
Solvent: 2-PrOH

k = 2.1 × 106(L mol-1 s-1), T = 298K

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly

Photosensitizer = Rose Bengal dianion.


Clennan, E.L.; Oolman, K.A.; Yang, K.; Wang, D.-X.
J. Org. Chem. 56, 4286-4289 (1991)

Reaction: 1,4-Dithiane + 1O2* ® products
Reference Reaction: (CH3)2C=CHCH=C(CH3)2 + 1O2* ®
Solvent: Acetone

Enthalpy of activation = -26(kJ mol-1), Entropy of activation = -226(J K-1 mol-1), Temperature range 202 to 293 K
kreact = 2.4 × 105(L mol-1 s-1), kreference = 7.4 × 105(L mol-1 s-1), T = 293K

Experimental method: Photolysis
Analytical method: gas chromatography
Data type: Relative value measured by steady state method

Photosensitizer = Rose Bengal dianion; product = sulfoxide + sulfone.


Foote, C.S.; Peters, J.W.
23d. Internat. Congr. Pure Appl. Chem., Special Lectures, London, Butterworths, 1971, Vol. 4, p. 129-54.

Reaction: 1,4-Dithiane + 1O2* ® products and/or physical quenching
Solvent: CH3CN

b ~5.0 × 10-2(mol L-1)

Experimental method: Photolysis
Analytical method: chromatography
Data type: Derived from steady state measurements

Photosensitizer = Rose Bengal dianion; meas. kd/k = ~0.05 mol/L; Slope estimated as tangent to curve.


Foote, C.S.; Peters, J.W.
23d. Internat. Congr. Pure Appl. Chem., Special Lectures, London, Butterworths, 1971, Vol. 4, p. 129-54.

Reaction: 1,4-Dithiane + 1O2* ® products and/or physical quenching
Solvent: CH3CN

b = 1.7 × 10-2(mol L-1)

Experimental method: Photolysis
Analytical method: chromatography
Data type: Derived from steady state measurements

Photosensitizer = Rose Bengal dianion; meas. kd/k = 0.017 mol/L; Solvent contains 0.52% H2O by molarity.


Foote, C.S.; Peters, J.W.
23d. Internat. Congr. Pure Appl. Chem., Special Lectures, London, Butterworths, 1971, Vol. 4, p. 129-54.

Reaction: 1,4-Dithiane + 1O2* ® products and/or physical quenching
Solvent: CH3CN

b = 9.8 × 10-3(mol L-1)

Experimental method: Photolysis
Analytical method: chromatography
Data type: Derived from steady state measurements

Photosensitizer = Rose Bengal dianion; meas. kd/k = 0.0098 mol/L. Solvent contains 0.05% H2O by molarity.


Foote, C.S.; Peters, J.W.
23d. Internat. Congr. Pure Appl. Chem., Special Lectures, London, Butterworths, 1971, Vol. 4, p. 129-54.

Reaction: 1,4-Dithiane + 1O2* ® products and/or physical quenching
Solvent: CH3CN, 95%, H2O, 5%

b = 6.7 × 10-3(mol L-1)

Experimental method: Photolysis
Analytical method: chromatography
Data type: Derived from steady state measurements

Photosensitizer = Rose Bengal dianion. meas. kd/k = 0.0067 mol/L.


Foote, C.S.; Peters, J.W.
23d. Internat. Congr. Pure Appl. Chem., Special Lectures, London, Butterworths, 1971, Vol. 4, p. 129-54.

Reaction: 1,4-Dithiane + 1O2* ® products and/or physical quenching
Solvent: CH3CN, 61%, H2O, 39%

b = 1.7 × 10-2(mol L-1)

Experimental method: Photolysis
Analytical method: chromatography
Data type: Derived from steady state measurements

Photosensitizer = Rose Bengal dianion; meas. kd/k = 0.017 mol/L.


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