Chemical reactivity patterns of [n]paracyclophanes

被引：8

作者：

Elango, M.

Parthasarathi, R.

Subramanian, V. ^{[1
]}

Chattaraj, P. K.

机构：

[1] Cent Leather Res Inst, Chem Lab, Madras 600020, Tamil Nadu, India

[2] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India

来源：

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM | 2007年 / 820卷 / 1-3期

关键词：

cyclophanes; electrophilicity; chemical hardness; Fukui function; strain energy; AIM;

D O I：

10.1016/j.theochem.2007.05.041

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

We present a systematic density functional theory study of the global and local reactivity patterns of [n]paracyclophanes. Maximum hardness principle (MHP) and minimum electrophilicity principle (MEP) are obeyed in these strained molecules. Linear relationships among strain energy, electrophilicity, aromatic stabilization energy and chemical hardness are established. The Fukui function (FF) values at the carbon atoms of the benzene ring of [n]paracyclophanes are critically analyzed. The presence of weak C-H... pi interactions is evident from the AIM topographical analysis. (C) 2007 Elsevier B. V. All rights reserved.

引用

页码：1 / 6

页数：6

共 50 条

[1] [1n]Paracyclophanes
Takemura, Hiroyuki
CURRENT ORGANIC CHEMISTRY, 2009, 13 (16) : 1633 - 1653
[2] HINDERED ROTATION IN [N] PARACYCLOPHANES
BROWN, HC
COX, RH
ALLINGER, NL
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1976, 172 (SEP3): : 120 - 120
[3] SELECTIVE MONOFUNCTIONALIZATION OF POLYAZA[N]PARACYCLOPHANES
BURGUETE, MI
ESCUDER, B
LUIS, SV
MIRAVET, JF
GARCIAESPANA, E
TETRAHEDRON LETTERS, 1994, 35 (48) : 9075 - 9078
[4] AN EFFICIENT SYNTHESIS OF POLYAZA[N]PARACYCLOPHANES
BENCINI, A
BURGUETE, MI
GARCIAESPANA, E
LUIS, SV
MIRAVET, JF
SORIANO, C
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (17): : 4749 - 4753
[5] MACRO RINGS .28. STRUCTURE-REACTIVITY-NMR SPECTRA RELATIONSHIPS IN [1.N]PARACYCLOPHANES
CRAM, DJ
SINGER, LA
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (08) : 1084 - &
[6] Chemical reactivity in the {N, NS, ν(r)} space
Melin, J
Aparicio, F
Galván, M
Fuentealba, P
Contreras, R
JOURNAL OF PHYSICAL CHEMISTRY A, 2003, 107 (19): : 3831 - 3835
[7] QUANTUM CHEMICAL STUDY OF TRANSANNULAR INTERACTION .1. MODEL OF (N,N) PARACYCLOPHANES NOT CONSIDERING BENZENE RINGS DISTORTION
KOUTECKY, J
PALDUS, J
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1962, 27 (03) : 599 - &
[8] THE SYNTHESIS, STRUCTURE, AND REACTIONS OF SMALL [N] PARACYCLOPHANES
GASSMAN, PG
HOYE, RC
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1981, 181 (MAR): : 76 - ORGN
[9] UV AND NMR SPECTRA OF (N,O) PARACYCLOPHANES
DEHNE, H
ZSCHUNKE, A
ZEITSCHRIFT FUR CHEMIE, 1969, 9 (09): : 342 - &
[10] A GENERAL-APPROACH TO SMALL [N]PARACYCLOPHANES
GASSMAN, PG
BAILEY, TF
HOYE, RC
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (14): : 2923 - 2924

← 1 2 3 4 5 →