Structural Versatility of Pyrene-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolane) and Pyrene-2,7-bis(4,4,5,5-tetramethyl-[1,3,2]dioxaborolane)

被引：29

作者：

Batsanov, Andrei S. ^{[1
]}

Howard, Judith A. K. ^{[1
]}

Albesa-Jove, David ^{[1
]}

Collings, Jonathan C. ^{[1
]}

Liu, Zhiquang ^{[2
]}

Mkhalid, Ibraheem A. I. ^{[3
]}

Thibault, Marie-Helene ^{[4
]}

Marder, Todd B. ^{[1
]}

机构：

[1] Univ Durham, Dept Chem, Durham DH1 3LE, England

[2] Shandong Univ, State Key Lab Crystal Mat, Jinan 250100, Peoples R China

[3] King Abdulaziz Univ, Dept Chem, Jeddah 21413, Saudi Arabia

[4] Univ Laval, Dept Chem, Quebec City, PQ G1V 0A6, Canada

来源：

CRYSTAL GROWTH & DESIGN | 2012年 / 12卷 / 06期

基金：

英国工程与自然科学研究理事会;

关键词：

ARENE-PERFLUOROARENE INTERACTIONS; POLYCYCLIC AROMATIC-HYDROCARBONS; CRYSTAL-STRUCTURES; INTERMOLECULAR INTERACTIONS; QUANTITATIVE-ANALYSIS; CATALYZED BORYLATION; PYRENE DERIVATIVES; PHASE-BEHAVIOR; 1/1; COMPLEXES; HEXAFLUOROBENZENE;

D O I：

10.1021/cg201554t

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Three polymorphs of pyrene-2,7-bis(Bpin)(2) (1) and two of pyrene-2-(Bpin) (2), where Bpin = 4,4,5,5-tetramethyl-[1,3,2]dioxaborolane, two different 1:1 co-crystals of 1 with toluene, and co-crystals of hexafluorobenzene (HFB) with 1 (of highly unusual 2:1 composition) and 2 (of usual 1:1 composition) were isolated, studied by X-ray diffraction and differential scanning calorimetry, and described using Hirshfeld surfaces and two-dimensional fingerprint plots. Centrosymmetric phases beta- and gamma-1 have densities respectively lower and higher than the chiral alpha-1; alpha- and beta-2 have different packing modes, both with Z' = 3. Compound 1 is prone to form channel host-guest structures, for example, alpha- and beta-1 center dot PhMe and 1 center dot 2HFB. The drastically different stabilities of alpha- and beta-1 center dot PhMe are discussed. The complex 2 center dot HFB has a mixed-stack packing motif. The structural versatility of 1 and 2 is explained by synthon frustration between structurally incongruent pyrene and Bpin moieties.

引用

页码：2794 / 2802

页数：9

共 61 条

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