Correlation between Solid-State and Solution Conformational Ratios in a Series of N-(o-Tolyl) Succinimide Molecular Rotors

被引：25

作者：

Li, Ping ^{[1
]}

Hwang, Jungwun ^{[1
]}

Maier, Josef M. ^{[1
]}

Zhao, Chen ^{[1
]}

Kaborda, Darya V. ^{[1
]}

Smith, Mark D. ^{[1
]}

Pellechia, Perry J. ^{[1
]}

Shimizu, Ken D. ^{[1
]}

机构：

[1] Univ S Carolina, Dept Chem & Biochem, Columbia, SC 29208 USA

来源：

CRYSTAL GROWTH & DESIGN | 2015年 / 15卷 / 08期

基金：

美国国家科学基金会;

关键词：

CH-PI INTERACTIONS; STACKING INTERACTIONS; ORGANIC-CRYSTALS; DRUG DESIGN; AB-INITIO; NUCLEATION; BALANCE; PACKING; NMR; POLYMORPHISM;

D O I：

10.1021/acs.cgd.5b00906

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The syn-anti conformational equilibrium of a library of 30 N-(o-tolyl)succinimide molecular rotors was measured in solution via H-1 NMR and in the solid-state Via Xray crystallography A strong correlation was observed between the solution and solid-state mole fractions of syn-conformers chi(syn)). All rotors, even those with a small conformational preference in solution (+/- 0.15 kcal/mol), displayed the same conformation in their crystal structures:. The conformational preferences in the crystals tended to be more pronounced with a predominance of all syn- or anti-structures. However, when the rotors had no conformational preference in solution, the,conformational preferences in the Crystal structures varied widely.

引用

页码：3561 / 3564

页数：4

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