Synthesis of 6,13-difluoropentacene

• Matthias W. Tripp and
• Ulrich Koert

Beilstein J. Org. Chem. 2020, 16, 2136–2140, doi:10.3762/bjoc.16.181

• -positions resulted in a larger HOMO–LUMO gap compared to PEN, while PFP showed a smaller gap than PEN. Another example for a partially fluorinated pentacene is the F6PEN 4 [9]. Its unilateral substitution pattern leads to a disctinct electronic structure and a criss-cross packing motif, unlike the

Nanopatterns of arylene–alkynylene squares on graphite: self-sorting and intercalation

• Tristan J. Keller,
• Joshua Bahr,
• Kristin Gratzfeld,
• Nina Schönfelder,
• Marcin A. Majewski,
• Marcin Stępień,
• Sigurd Höger and
• Stefan-S. Jester

Beilstein J. Org. Chem. 2019, 15, 1848–1855, doi:10.3762/bjoc.15.180

• formed as a result of intermolecular interactions between directionally bound star-shaped species, such as trimesic acid [10], or 1,3,5-benzenetribenzoic acid [11]. However, they sometimes suffer from a breakdown of an intended packing motif leading to solvent-dependent polymorphism [10]. In addition

Supramolecular frameworks based on [60]fullerene hexakisadducts

• Andreas Kraft,
• Johannes Stangl,
• Ana-Maria Krause,
• Klaus Müller-Buschbaum and
• Florian Beuerle

Beilstein J. Org. Chem. 2017, 13, 1–9, doi:10.3762/bjoc.13.1

• -organic assemblies obtained after reaction with Zn2+ ions [55], however, no crystal structure of metal-free C3 has been reported yet. As a general packing motif for all fullerene-containing frameworks, the individual carbon building blocks are arranged in face centered cubic (fcc) packing with the

• (left part of Figure 4). Interestingly, this packing motif results in the interpenetration of two independent hydrogen bonding networks (indicated in purple and cyan in Figure 5). Therefore, the individual layers are densely packed exhibiting linear columns of fullerenes in van-der-Waals distance

From steroids to aqueous supramolecular chemistry: an autobiographical career review

• Bruce C. Gibb

Beilstein J. Org. Chem. 2016, 12, 684–701, doi:10.3762/bjoc.12.69

• type II photoreactions. NMR analysis revealed that, depending on the size of the R group, the guests adopted one of three principle packing motifs (Figure 10a). In essence, the host acts as an external template to promote the formation of distinct guest conformations. As a result of their packing motif

• , the methyl, ethyl, and n-propyl dibenzyl ketones yielded large amounts of the decarbonylated product as well as sizable amounts of a rearranged product (Figure 10b). In contrast, the different packing motif of the n-butyl and n-pentyl guests yielded equimolar amounts of two rearrangement products

Donor–acceptor type co-crystals of arylthio-substituted tetrathiafulvalenes and fullerenes

• Xiaofeng Lu,
• Jibin Sun,
• Shangxi Zhang,
• Longfei Ma,
• Lei Liu,
• Hui Qi,
• Yongliang Shao and
• Xiangfeng Shao

Beilstein J. Org. Chem. 2015, 11, 1043–1051, doi:10.3762/bjoc.11.117

• plays a significant role on the donor–acceptor interaction mode and the packing motif of the fullerenes. In the type I co-crystals (D:A = 1:1), the donor–acceptor interactions mainly exist between the central TTF core of the Ar-S-TTF and the fullerene molecules. Therefore, Ar-S-TTF serves as the host

• thought to be the cooperative consequence of the molecular geometry of Ar-S-TTF, the shape and size of the fullerene molecule, the solvent adduct, and the crystallization dynamics. The donor–acceptor interaction mode and the packing motif of the fullerenes largely depend on the composition of the co

• ) Unit cell contents viewed along the short axis of 5; b) Interactions between 5 and C70, where the blue and black dashed lines represent the C–S and C–C contacts, respectively; c) packing motif of C70 molecules viewed along the b-axis. The grey, blue and green spheres represent carbon, nitrogen and

Self-assembled monolayers of shape-persistent macrocycles on graphite: interior design and conformational polymorphism

• Joscha Vollmeyer,
• Friederike Eberhagen,
• Sigurd Höger and
• Stefan-S. Jester

Beilstein J. Org. Chem. 2014, 10, 2774–2782, doi:10.3762/bjoc.10.294

• octadecyloxy side chains at positions 3 and 6 of which one points along d1 in the porous pattern (cf. Figure 5a). They form an ABAB packing motif (along d1, cf. Figure 5b) and are (mostly) resolved by STM (Figure 4a–c). The other four alkoxy side chains of the four naphthylene corners point towards each of the

• motif (Figure 5e) and give rise to a certain robustness of the latter. However, the binding motif of two side chains that align along directions d2 and d3 between each two macrocycles, here denoted as an AB packing motif (and observed in polymorph A, Figure 4a–c, and schematically shown in Figure 5c) is

• d1, and four alkoxy side chains align along directions d2 and d3. (b) Two alkoxy side chains of neighboring sides form an ABAB interdigitation motif along d1 (more robust packing). (c) Two side chains of neighboring macrocycles align along directions d2, and d3, here denoted as AB packing motif (less

Aryl substitution of pentacenes

• Andreas R. Waterloo,
• Anna-Chiara Sale,
• Dan Lehnherr,
• Frank Hampel and
• Rik R. Tykwinski

Beilstein J. Org. Chem. 2014, 10, 1692–1705, doi:10.3762/bjoc.10.178

• stability, processability, and semiconductor device performance. Intermolecular π–π-interactions between chromophores can be dramatically improved upon functionalization at the 6- and 13-positions of pentacene, as demonstrated by the two-dimensional (2D) bricklayer-packing motif for TIPSPc [13][14]. A

• , approximately down the short-molecular axis). X-ray crystallographic analysis of 3a showing a) molecular structure and b) packing motif (triisopropylsilyl groups omitted for clarity); ORTEP drawn at 50% probability level. c) Schematic representation of “sandwich herringbone” packing arrangement. X-ray

• crystallographic analysis of 3b showing a) molecular structure and b) packing motif (triisopropylsilyl groups omitted for clarity); ORTEP drawn at 50% probability level. X-ray crystallographic analysis of 3c showing a) molecular structure and b) packing motif (triisopropylsilyl groups omitted for clarity); ORTEP

Inversion symmetry and local vs. dispersive interactions in the nucleation of hydrogen bonded cyclic n-mer and tape of imidazolecarboxamidines

• Sihui Long,
• Venkatraj Muthusamy,
• Peter G. Willis,
• Sean Parkin and
• Arthur Cammers

Beilstein J. Org. Chem. 2008, 4, No. 23, doi:10.3762/bjoc.4.23

• related to the coordinates involving one dihedral angle and hydrogen bonding. The results establish a connection between solution and solid phase conformation. Keywords: counterpoise; crystal engineering; packing motif; solution conformation; Wallach's rule; Introduction Bonding in organic compounds and