Helical, Chiral Polyisocyanides Bearing Ferrocenyl Groups as Pendants: Synthesis and Properties

Abstract

Recent developments in polymer synthesis have provided us with new methods for preparing nano-sized polymer molecules with precisely controlled chemical sequence, molecular weight, and stereostructure, as well as molecular shape.

Synthesis, properties and complexation of (S)-1-isocyano-2-methylferrocene, the first planar-chiral isocyanide ligand

“…A golden band was collected. All solvent was removed in vacuo and the product was dried at 10 À2 Torr to afford golden-colored crystalline 2 (2.23 g, 6 …”

“…Herein, we describe the synthesis and properties of the first planar-chiral isocyanide ligand, namely ( p S)-1-isocyano-2-methylferrocene, as well as those of its crystallographically characterized bis adduct with PdI 2 . Notably, a few central-chiral isocyanide compounds incorporating the ferrocenyl moiety are known [6,7].…”

Polyisocyanides Derived from Tripeptides of Alanine

“…[6] Intuitively, extension of the dipeptide side chains to larger peptides should lead to an even more stable helical conformation as a result of the formation of multiple hydrogen-bonding arrays along the macromolecular backbone. These more stabilized and better-defined polymers can be potentially applied as nanoscaffolds for functional groups, such as chromophores, [7,8] redox-active groups, [9,10] etc., [11] allowing them to be used in organic solar cells, as nonlinear optical materials, or as components in other nanotechnological devices. The advantages of polyisocyanotripeptides over -dipeptides for this purpose are expected to be a better thermal stability and even better-defined positioning of the functional groups with respect to each other.…”

Semiflexible polymer scaffolds: an overview of conjugation strategies

“…The preserved helical conformation of PICs provides an excellent scaffold to develop highly ordered materials with applications in optoelectronics, photonics, memory devices and cell imaging. 143,[215][216][217] Isocyanide monomers are readily obtained via dehydration of the corresponding formamides. Substituents are introduced on PIC scaffolds via direct modification of the isocyanide monomer or by introduction of an active handle targeted towards post-polymerization functionalization.…”