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. Author manuscript; available in PMC: 2016 Feb 12.
Published in final edited form as: Inorg Chem. 2015 May 5;54(17):8214–8222. doi: 10.1021/acs.inorgchem.5b00532

Table 1.

Pyran cyclization equilibrium constantsa for 1 and 2 in various deuterated solvents correlated with solvent dielectric constants (ε)

solvent Keq (1) Keq (2) ε
DMSO-d6 14(2) 8(3) 46.7
DMF-d7 6.9(7) n/a b 36.7
acetonitrile-d3 6.1(8) 5(1) 37.5
acetone-d6 2.3(4) 2.0(6) 20.7
THF-d8 1.6(2) 1.5(1) 7.58
dichloromethane-d2 1.2(2) 1.8(4) 8.93
chloroform-d 0.41(5) 0.5(2) 4.81
a

Keq = [1b]/[1a] or Keq = [2b]/[2a].

b

Integration data not acquired due to convolution of signals in the 1H NMR spectrum.