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2,2':6',2''-terpyridine as monodentate ligand: halogen bonding driven formation of discrete 2 : 1 aggregates with 1,2,4,5-tetrafluoro-3,6-diiodobenzene

2,2':6',2''-terpyridine as monodentate ligand: halogen bonding driven formation of discrete 2 : 1 aggregates with 1,2,4,5-tetrafluoro-3,6-diiodobenzene
2,2':6',2''-terpyridine as monodentate ligand: halogen bonding driven formation of discrete 2 : 1 aggregates with 1,2,4,5-tetrafluoro-3,6-diiodobenzene
2,2':6',2''-Terpyridine (1) is a well-known electron donor module in metal coordination chemistry and typically works as a tridentate ligand. Here it is shown that 1 can also work as electron donor towards iodoperfluorocarbons both in solution and in the solid phase. Halogen-bonded supramolecular systems are thus obtained. Specifically, terpyridine 1 self-assembles with 1,2,4,5-tetrafluoro-3,6-diiodobenzene (2) and affords the trimeric adduct 3, which is stable and crystalline in the air at room temperature. Single crystal X-ray analysis shows how in adduct 3 both iodine atoms of one molecule of 2 are halogen-bonded to the nitrogen atoms of external pyridine rings of two molecules of 1 that act as monodentate electron donors.
halogen bonding, donor-acceptor interactions, supramolecular chemistry, perfluorocarbon compounds, co-crystals, pyridines, crystal structure, x-ray diffraction
1373-1382
Liantonio, R
ead023f9-7a9f-46bb-94b3-a46e691fc383
Logothetis, Thomas A.
9f42a28f-0c36-4d47-a137-7a317acb0237
Messina, M T
68557fd2-dd35-4021-9f15-67b35ea0f3fd
Metrangolo, P
a0bc5901-cbbf-42c7-8d3c-85cb7e69c331
De Santis, A
f9a52f22-76df-4eb0-a81f-b19e5c47fecf
Pilati, T
b3883ac6-b648-401e-b0ed-2c8788ec657d
Resnati, G
2f0afbf8-d47a-4396-8885-4754474e80aa
Liantonio, R
ead023f9-7a9f-46bb-94b3-a46e691fc383
Logothetis, Thomas A.
9f42a28f-0c36-4d47-a137-7a317acb0237
Messina, M T
68557fd2-dd35-4021-9f15-67b35ea0f3fd
Metrangolo, P
a0bc5901-cbbf-42c7-8d3c-85cb7e69c331
De Santis, A
f9a52f22-76df-4eb0-a81f-b19e5c47fecf
Pilati, T
b3883ac6-b648-401e-b0ed-2c8788ec657d
Resnati, G
2f0afbf8-d47a-4396-8885-4754474e80aa

Liantonio, R, Logothetis, Thomas A., Messina, M T, Metrangolo, P, De Santis, A, Pilati, T and Resnati, G (2002) 2,2':6',2''-terpyridine as monodentate ligand: halogen bonding driven formation of discrete 2 : 1 aggregates with 1,2,4,5-tetrafluoro-3,6-diiodobenzene. Collection of Czechoslovak Chemical Communications, 67 (9), 1373-1382. (doi:10.1135/cccc20021373).

Record type: Article

Abstract

2,2':6',2''-Terpyridine (1) is a well-known electron donor module in metal coordination chemistry and typically works as a tridentate ligand. Here it is shown that 1 can also work as electron donor towards iodoperfluorocarbons both in solution and in the solid phase. Halogen-bonded supramolecular systems are thus obtained. Specifically, terpyridine 1 self-assembles with 1,2,4,5-tetrafluoro-3,6-diiodobenzene (2) and affords the trimeric adduct 3, which is stable and crystalline in the air at room temperature. Single crystal X-ray analysis shows how in adduct 3 both iodine atoms of one molecule of 2 are halogen-bonded to the nitrogen atoms of external pyridine rings of two molecules of 1 that act as monodentate electron donors.

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More information

Published date: 2002
Keywords: halogen bonding, donor-acceptor interactions, supramolecular chemistry, perfluorocarbon compounds, co-crystals, pyridines, crystal structure, x-ray diffraction
Organisations: Chemistry

Identifiers

Local EPrints ID: 360740
URI: http://eprints.soton.ac.uk/id/eprint/360740
PURE UUID: cae76b18-2126-45d5-bcf8-2fbecd0c460a
ORCID for Thomas A. Logothetis: ORCID iD orcid.org/0000-0002-3437-5287

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Date deposited: 03 Jan 2014 15:21
Last modified: 17 Dec 2019 01:43

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