Role of arene interactions and substituent effects in conformational (syn/anti) control of 1,2-diarylethanes

被引：11

作者：

Avasthi, Kamlakar ^{[1
]}

Kumar, Amar ^{[1
]}

Aswal, Sangeeta ^{[1
]}

Kant, Ruchir ^{[2
]}

Raghunandan, Resmi ^{[2
]}

Maulik, Prakas R. ^{[2
]}

Khanna, Ranjana S. ^{[3
]}

Ravikumar, Krishnan ^{[4
]}

机构：

[1] Cent Drug Res Inst, CSIR, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India

[2] Cent Drug Res Inst, CSIR, Mol & Struct Biol Div, Lucknow 226001, Uttar Pradesh, India

[3] Banaras Hindu Univ, Dept Chem, Varanasi 221005, Uttar Pradesh, India

[4] Indian Inst Chem Technol, CSIR, X Ray Crystallog Div, Hyderabad 500007, Andhra Pradesh, India

来源：

CRYSTENGCOMM | 2012年 / 14卷 / 02期

关键词：

LEONARD LINKER COMPOUNDS; PI-STACKING INTERACTIONS; CENTRAL BOND-LENGTH; CENTER-DOT-PI; CRYSTALLOGRAPHIC EVIDENCE; AROMATIC INTERACTIONS; PROPYLENE-LINKER; MOLECULAR RECOGNITION; FOLDED CONFORMATION; FLEXIBLE MOLECULE;

D O I：

10.1039/c1ce06001e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Conformational analysis of nine designed flexible 1,2-diarylethanes with different substituents show syn conformation due to pi-pi interactions by H-1 NMR in solution, this carries over to the solid state for three compounds while two show anti conformation in the solid state by X-ray crystallography and the remaining compounds do not give diffraction quality crystals.

引用

页码：383 / 388

页数：6

共 69 条

[51] A stacked pyrazolo[3,4-d]pyrimidine-based flexible molecule
Maulik, PR
Avasthi, K
Biswas, G
Biswas, S
Rawat, DS
Sarkhel, S
Chandra, T
Bhakuni, DS
[J]. ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 : 275 - 277
[52] Disappearance of intramolecular stacking due to one-atom movement or increment of a 'propylene linker' in pyrazolo[3,4-d]pyrimidine-based flexible models
Maulik, PR
Avasthi, K
Sarkhel, S
Chandra, T
Rawat, DS
Logsdon, B
Jacobson, RA
[J]. ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2000, 56 (11) : 1361 - 1363
[53] π-π interaction in pyridine
Mishra, BK
Sathyamurthy, N
[J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2005, 109 (01) : 6 - 8
[54] AROMATIC STACKING INTERACTIONS IN AQUEOUS-SOLUTION - EVIDENCE THAT NEITHER CLASSICAL HYDROPHOBIC EFFECTS NOR DISPERSION FORCES ARE IMPORTANT
NEWCOMB, LF
GELLMAN, SH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (11) : 4993 - 4994
[55] Nicholas J. H., 1998, J AM CHEM SOC, V120, P12371
[56] CH/π hydrogen bonds in crystals
Nishio, M
[J]. CRYSTENGCOMM, 2004, 6 : 130 - 158
[57] 1,2-Bis[5-oxo-3-(n-propyl)-4,5-dihydro-3H-1,2,4triazol-4-yl]ethane dihydrate
Özdemir, G
Isik, S
Sancak, K
Sasmaz, S
Okumusoglu, NT
[J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2005, 61 : O2699 - O2700
[58] CHEMISTRY OF SYNTHETIC RECEPTORS AND FUNCTIONAL-GROUP ARRAYS .24. MOLECULAR TORSION BALANCE FOR WEAK MOLECULAR RECOGNITION FORCES - EFFECTS OF TILTED-T EDGE-TO-FACE AROMATIC INTERACTIONS ON CONFORMATIONAL SELECTION AND SOLID-STATE STRUCTURE
PALIWAL, S
GEIB, S
WILCOX, CS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (10) : 4497 - 4498
[59] Pang Y., 1999, J AM CHEM SOC, V121, P1717
[60] Pi-halogen dimers and V-shaped tetrabalo aryl inclusion hosts
Rahman, ANMM
Bishop, R
Craig, DC
Scudder, ML
[J]. CRYSTENGCOMM, 2002, 4 : 510 - 513

← 1 2 3 4 5 6 7 →