93465-44-2Relevant academic research and scientific papers
Large transition state stabilization from a weak hydrogen bond
Li, Ping,Madukwe, Daniel O.,Maier, Josef M.,Masson, Eric,Pellechia, Perry J.,Rassolov, Vitaly A.,Shimizu, Ken D.,Vik, Erik C.
, p. 7487 - 7494 (2020)
A series of molecular rotors was designed to study and measure the rate accelerating effects of an intramolecular hydrogen bond. The rotors form a weak neutral O-H?OC hydrogen bond in the planar transition state (TS) of the bond rotation process. The rota
Transition-State Stabilization by n→π? Interactions Measured Using Molecular Rotors
Vik, Erik C.,Li, Ping,Pellechia, Perry J.,Shimizu, Ken D.
supporting information, p. 16579 - 16583 (2019/11/03)
A series of 16 molecular rotors were synthesized to investigate the ability of n→π? interactions to stabilize transition states (TSs) of bond rotation. Steric contributions to the rotational barrier were isolated using control rotors, which could not form
A molecular balance for measuring aliphatic CH-π interactions
Carroll, William R.,Zhao, Chen,Smith, Mark D.,Pellechia, Perry J.,Shimizu, Ken D.
supporting information; experimental part, p. 4320 - 4323 (2011/10/05)
A series of conformationally flexible bicyclic N-arylimides were employed as molecular balances to study the weak aliphatic CH-π interaction between alkyl and arene groups. The formation of intramolecular CH-π interactions in the folded conformers was characterized by X-ray crystallography. The strengths of the interactions were characterized in CDCl3 by the changes in the folded/unfolded ratios, as measured by 1H NMR. The CH-π interaction between a methyl group and an aromatic surface was ～1.0 kcal/mol and was easily disrupted or masked by conformational entropy and repulsive steric interactions.
Stereochemical Studies by PMR Spectroscopy: Configurational Assignment of Tricyclo2,5>deca-3,9-diene-7,8-dicarboxylic Anhydride
Verma, S. M.,Verma, Ashok K.
, p. 639 - 642 (2007/10/02)
Stereochemistry of the title compound (II) has been assigned through conformational analysis about the N-N and N-S (sp2) bonds by transforming the anhydride (II) into its hydrazide and imide derivatives.The characteristic resonance patterns demonstrate the endo-cis-endo-geometry of the molecule, i.e. both the cyclobutene and the anhydride rings are towards the cage olefinic bond.The 3,4-double bond of the compounds IIIa,b, IVa,d and Vd has been selectively reduced , and the spectral analyses of the reaction products further substantiate the proposed geometry.A preferred anti-orientation about the aryl C(2)-O bond, in the syn-conformation about the N-C(sp2) bond, in ortho-anisylamide derivatives, has been demonstrated.
