1,4-Phenylenediboronic acid

Abstract

In the crystal structure of the title compound, C6H8B2O4, centrosymmetric 1,4‐phenyl­enediboronic acid mol­ecules are linked by characteristic hydrogen bonding of B(OH)2 groups. Primary association involves the formation of centrosymmetric cyclic dimers which leads to the formation of linear chains; these, in turn, associate by secondary hydrogen bonding, via unit‐cell translations in the a axis direction, to form sheets.

Modelling the Two‐Dimensional Polymerization of 1,4‐Benzene Diboronic Acid on a Ag Surface

“…A crystal structure of pure BDBA molecules has recently been published in the literature. [10] It shows a 2D arrangement in which molecules interact through hydrogen bonds. However, such an arrangement is not observed when molecules are adsorbed on AgA C H T U N G T R E N N U N G (111) surfaces: only large polymers are observed by scanning tunnelling microscopy.…”

(4-Carbamoylphenyl)boronic acid

“…Amides are versatile precursors to many other functional groups and undergo many chemical reactions, usually through an attack on the carbonyl group. The title compound is a commercial product and we solved its crystal structure to verify the repeatability of the weak interactions already observed in the structures of terephthalamide and phenylboronic acid Cobbledick & Small, 1972;Rodríguez-Cuamatzi, P. et al, 2004. Self assembling based on hydrogen-bonding motifs is of general interest for crystal engineering, structural chemistry and biology (Maly et al, 2006;Desiraju, 1995).…”

“…For general background to the use of boronic acids in organic synthesis, as pharmaceutical agents and in crystal engineering see: Miyaura & Suzuki (1995); Suzuki (1999); Adams & Kauffman (2004); Barth et al (2005); Minkkilä et al (2008); Maly et al (2006); Desiraju (1995); James et al (2006).. For related structures, see: Cobbledick & Small (1972); Rodríguez-Cuamatzi et al (2004). For hydrogen-bond motifs, see: Bernstein et al (1995).…”

Boric acid co-crystals in guar gelation

“…The hydrogen bonds between the 1,4-phenylenediboronic acid molecules have O···O distances of 2.810(2) Å and 2.754(2) Å. In comparison, in 1,4phenylenediboronic acid itself 36 the O···O distances both the same at 2.761(3) Å and the torsion angles at both ends of the 1,4phenylenediboronic acid molecule are much more similar to each other with values of 23.5° and 25.0°. The larger torsion angles are associated with hydrogen bonding from the boronic acid chain to external acceptors (either 1 or other boronic acid groups in the parent compound).…”