The Chiro-optical Properties of a Lemniscular Octaphyrin

被引：21

作者：

Rzepa, Henry S. ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 14期

关键词：

DENSITY-FUNCTIONAL THEORY; CHIROPTICAL PROPERTIES; CIRCULAR-DICHROISM; ROTATION; TWIST;

D O I：

10.1021/ol901172g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The match between the calculated TD-DFT electronic circular dichroism spectrum of the M,M configuration of the lemniscular [36]octaphyrin 1 and the previously reported measured spectrum suggests that the assignment of the latter to the P,P enantiomer requires inverting to M,M. The unusually large magnitude of the calculated optical rotations for these species may reflect the aromatic character of the system.

引用

页码：3088 / 3091

页数：4

共 22 条

[1] The Cambridge Structural Database: a quarter of a million crystal structures and rising [J].

Allen, FH .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 2002, 58 (3 PART 1) :380-388

[2] Chiroptical properties from time-dependent density functional theory. II. Optical rotations of small to medium sized organic molecules [J].

Autschbach, J ;

Patchkovskii, S ;

Ziegler, T ;

van Gisbergen, SJA ;

Baerends, EJ .

JOURNAL OF CHEMICAL PHYSICS, 2002, 117 (02) :581-592

[3] Chiroptical properties from time-dependent density functional theory. I. Circular dichroism spectra of organic molecules [J].

Autschbach, J ;

Ziegler, T ;

van Gisbergen, SJA ;

Baerends, EJ .

JOURNAL OF CHEMICAL PHYSICS, 2002, 116 (16) :6930-6940

[4] Calculation of frequency dependent optical rotation using density functional response theory [J].

Grimme, S .

CHEMICAL PHYSICS LETTERS, 2001, 339 (5-6) :380-388

[5] Topology in chemistry: Designing Mobius molecules [J].

Herges, Rainer .

CHEMICAL REVIEWS, 2006, 106 (12) :4820-4842

[6] [40]nonaphyrin(1.1.1.1.1.1.1.1.1) and its heterometallic complexes with palladium-carbon bonds [J].

Kamimura, Yiho ;

Shimizu, Soji ;

Osuka, Atsuhiro .

CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (05) :1620-1628

[7] Quantitative chirality of helicenes [J].

Katzenelson, O ;

Edelstein, J ;

Avnir, D .

TETRAHEDRON-ASYMMETRY, 2000, 11 (13) :2695-2704

[8] Structural and conformational dependence of optical rotation angles [J].

Kondru, RK ;

Wipf, P ;

Beratan, DN .

JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (33) :6603-6611

[9] Dynamic Figure Eight Loop Structure of meso-Tetraaryl[32]octaphyrins(1.0.1.0.1.0.1.0) [J].

Mori, Megumi ;

Okawa, Toshifumi ;

Lizuna, Noriko ;

Nakayama, Kana ;

Lintuluoto, Juha M. ;

Setsune, Jun-ichiro .

JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (09) :3579-3582

[10]

MULLEN K, 1984, CHEM REV, V84, P603

← 1 2 3 →