66713-87-9Relevant articles and documents
Controlling the position of functional groups at the liquid/solid interface: Impact of molecular symmetry and chirality
De Cat, Inge,Gobbo, Cristian,Van Averbeke, Bernard,Lazzaroni, Roberto,De Feyter, Steven,Van Esch, Jan
supporting information; experimental part, p. 20942 - 20950 (2012/02/13)
With the aim of controlling the position of functional groups in a substrate-supported monolayer, a new family of functionalized linear alkyl chains was designed and synthesized, aided by molecular mechanics and dynamics simulations of its two-dimensional self-assembly on graphite. The self-assembly of these amino functionalized diamides at the liquid/solid interface was investigated with scanning tunneling microscopy. Intermolecular hydrogen-bonding interactions involving amides, combined with the effect of molecular symmetry and chirality, were found to guide the self-assembly. Control of the relative position and orientation of the amine groups was achieved, in the case of enantiopure compounds. Interestingly, racemates led to both racemic conglomerate and solid solution formation, with a concomitant loss of positional and orientational control of the amino groups as a result.
A concise enantioselective synthesis of N-boc-(S)-2-aminosuberic acid
Castejon,Moyano,Pericas,Riera
, p. 1231 - 1238 (2007/10/02)
The title compound has been enantioselectively obtained by a four-step process involving the catalytic asymmetric epoxidation of allyl alcohol 3, regio- and stereoselective oxirane opening with benzhydrylamine and one-pot oxidative cleavage-amine reprotec
