Preparation of an Indolylfulgimide‐Adamantane Linker Conjugate with Nitrile Anchoring Groups through Palladium‐Catalyzed Transformations

Abstract

We report the preparation, through palladium-catalyzed transformations, of the indolylfulgimide linker conjugate 1, containing an adamantane core and nitrile anchoring groups. The ethynylene-linker 12 for the final Sonogashira coupling was prepared through palladium-mediated cyanation of an iodo-substituted precursor with Zn(CN) 2 . The synthesis of the 6-bromo-substituted indolylfulgimide coupling partner 2 was accomplished in seven steps. Model studies using phenylacetylene and the 5-bromo-substituted indole 13 were con-

Increasing the efficiency of the ring-opening reaction of photochromic indolylfulgides by optical pre-excitation

“…The fluorinated indolylfulgides 1 and 2 (structures see Scheme) were synthesised as described in [3,6,24,25] and indolylfulgide 3 was prepared according to [26]. The molecules were dissolved in 1,4-dioxane purchased from Sigma Aldrich Chemie GmbH and used without further purification.…”

Functionalized Fulgides and Fluorophore‐Photoswitch Conjugates

“…For example, by activation of the carboxylic acid function, 32 and 33 may be linked to amines. Cross coupling reactions [14] make way for further functionalization of the bromo compounds 40/ 41 and 44/45. To demonstrate, we subjected the alkyne fulgide 39 to "click" reactions with azide dyes.…”

Generation of liquid crystallinity from a Td-symmetry central unit

“…It has two equivalent sites, the bridge and bridgehead positions, its polycyclic cage is similar to that of the unit cell of diamond crystal lattice with an almost identical carbon-carbon bond length corresponding to 1.54Å. 21,22 Adamantane derivatives are ideal candidates for various applications, such as catalysis, 23,24 supramolecular chemistry, 25,26 surface functionalization, 27,28 biocompatible surface tailoring, 29,30 and materials science. [31][32][33] From liquid crystallinity perspective, adamantane is a perfect rigid core for the design of DLC molecules.…”