87861-94-7Relevant academic research and scientific papers
Primary kinetic isotope effects on hydride transfer from 1,3-dimethyl-2-phenylbenzimidazoline to NAD+ analogues
In-Sook Han Lee,Eun Hee Jeoung,Kreevoy
, p. 7492 - 7496 (2001)
Primary kinetic isotope effects (KIE) have been determined spectrophotometrically for the reaction of NAD+ analogues (pyridinium, quinolinium, phenanthridinium, and acridinium ions) with 1,3-dimethyl-2-phenylbenzimidazoline in a 4:1 mixture of
Neocuproine-KOtBu promoted intramolecular cross coupling to approach fused rings
Sun, Chang-Liang,Gu, Yi-Fan,Huang, Wei-Ping,Shi, Zhang-Jie
supporting information; experimental part, p. 9813 - 9815 (2011/10/11)
Polycycles can be produced with different linkages (A, B = O, N, C, S) by constructing biaryl C-C bonds via neocuproine-KOtBu promoted cross coupling between C-Xs and C-Hs.
Potassium tert-butoxide promoted intramolecular arylation via a radical pathway
Roman, Daniela Sustac,Takahashi, Yoko,Charette, Andre B.
, p. 3242 - 3245 (2011/08/02)
Potassium tert-butoxide mediated intramolecular cyclization of aryl ethers, amines, and amides was efficiently performed under microwave irradiation to provide the corresponding products in high regioisomeric ratios. The reaction proceeds via single-electron transfer to initiate the formation of an aryl radical, followed by a kinetically favored 5-exo-trig and subsequent ring expansion.
Hydride Transfer and Oxyanion Addition Equilibria of NAD+ Analogues
Ostovic, Drazen,Lee, In-Sook Han,Roberts, Roger M. G.,Kreevoy, Maurice M.
, p. 4206 - 4211 (2007/10/02)
Equilibrium constants, K, have been determined for the reduction of 10-methylacridinium ion by 15 N-heterocyclic hydride donors: acridine, quinoline, pyridine, and phenanthridine derivatives.The solvent was a mixture of 2-propanol and water in the ratio 4 : 1 by volume.Reduction potentials have been estimated for the corresponding cations in aqueous solution by assuming that the K's would be the same and accepting -361 mV as the reduction potential of the 3-(aminocarbonyl)-1-benzylpyridinium ion.These reduction potentials span 430 mV.Values of pKR have also been determined for six of the cations in the same solvent.For derivatives of the same ring system, -ΔlogK is approximately equal to ΔpKR, but a 4 log unit discrepancy appears when phenanthridine derivatives are compared with the 9-methylacridinium ion.
Isotope Effects on Hydride Transfer between NAD+ Analogues
Ostovic, Drazen,Roberts, Roger M. G.,Kreevoy, Mourice M.
, p. 7629 - 7631 (2007/10/02)
Primary kinetic hydrogen isotope effects (KIE's) for hydride transfer between NAD+ analogues are between 6 and 4, for reactions with equilibrium constants ranging from 0.7 to 1016.There is no sign of the sharp change in KIE which would signal the change of a rate-limiting step in a multistep mechanism, and other evidence also indicates a one-step mechanism. 2 The secondary KIE produced by changing the hydrogen already attached at the acceptor site from H to D is about 10percent smaller when the transferred atom is D than when it is H.These results, combined with the values of the primary KIE's, strongly suggest some nuclear tunneling in the reaction coordinate.
