Exploiting modularity in template-controlled synthesis: a new linear template to direct reactivity within discrete hydrogen-bonded molecular assemblies in the solid state

Abstract

Co-crystallization of 1,8-naphthalenedicarboxylic acid (1,8-nap) with trans-1,2-bis(n-pyridyl)ethylene (n,n'-bpe) (n = 2 or 4) yields a discrete four-component molecular assembly, 2(n,n'-bpe).2(1,8-nap) 1, that is held together by four O-H...N hydrogen bonds where the dicarboxylic acid, serving as a linear template, directs alignment of olefins in the solid state for [2 + 2] photoreaction.

Synthesis and molecular structure of [Re2(μ:η6-C24H18N4)(CO)6] containing the rtct-tetrakis(2-pyridyl)cyclobutandiyl ligand, derived from the reaction of [Re2(CO)8(MeCN)2] and 1,2-bis(2-pyridyl)ethene

“…Table 5 Selected bond lengths (Å ) and angles (°) for compound 4 result of a cycloaddition reaction of trans-1,2-bis(2-pyridyl)ethene. The cyclobutandiyl fragment shows C-C bond distances [average 1.562(10) Å ] similar to the ones observed in the crystal structure of the co-crystal of rctttetrakis(2-pyridyl)cyclobutane and 1,8-naphthalenedicarboxylic acid (average: 1.562 Å ) [17]. Each rhenium has a coordination shell with three terminal carbonyl ligands, a r-Re-C bond and two nitrogen atoms [Re 1 -N1A = 2.227(6) Å , Re 1 -N2B = 2.209 (7) Å , Re 2 -N1B = 2.192(7) Å and Re 2 -N2A = 2.209(7) Å ].…”

Pentaerythritol tetrakis(4-iodo-2,3,5,6-tetrafluorophenyl) ether: a tecton for the self-assembly of double strand 1D infinite chains

“…As already observed in the structures of related supramolecules [37], the olefin's double bonds of 2j in the ribbons of co-crystals 3j present the typical disorder of stilbene derivatives. More important, these double bonds meet the Schmidt's requirements for UV-induced [2 + 2] cycloaddition reactions [38].…”

Photochemistry of Cyclobutanes: Synthesis and Reactivity

“…The arrangement is as shown in 43, where the diacid behaves as a linear template with hydrogen bonding to the pyridine nitrogens. Irradiation at 300 nm results in 100% stereospecific conversion into the corresponding cyclobutane derivative 42 …”