Reaction of imines with N-iodosuccinimide (NIS):: unexpected formation of stable 1:1 complexes

被引：42

作者：

Castellote, Isabel

Moron, Maria

Burgos, Carolina ^{[1
]}

Alvarez-Builla, Julio

Martin, Avelino

Gomez-Sal, Pilar

Vaquero, Juan J.

机构：

[1] Univ Alcala de Henares, Dept Quim Organ, Madrid 28871, Spain

[2] Univ Alcala de Henares, Dept Quim Inorgan, Madrid 28871, Spain

来源：

CHEMICAL COMMUNICATIONS | 2007年 / 12期

关键词：

D O I：

10.1039/b615183c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Imines react with N-iodosuccinimide (NIS) to afford unexpected 1 : 1 complexes and the structure of one of these was determined by single-crystal X-ray diffraction; the reaction seems to be very general for substituted cyclic imines with solid stable complexes obtained in high yields; this is the first reported example of a halogen bonding interaction involving the C = N bond and NIS.

引用

页码：1281 / 1283

页数：3

共 18 条

[1] Hybrid iodoperfluoroalkane-ferrocene supramolecular arrays: the shortest contacts iodine forms with nitrogen atoms and unsaturated moieties
Amati, M
Lelj, F
Liantonio, R
Metrangolo, P
Luzzati, S
Pilati, T
Resnati, G
[J]. JOURNAL OF FLUORINE CHEMISTRY, 2004, 125 (04) : 629 - 640
[2] Halogen bonds in biological molecules
Auffinger, P
Hays, FA
Westhof, E
Ho, PS
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (48) : 16789 - 16794
[3] Halogen bonding driven self-assembly of (E)-1,2-diiodo-1,2-difluoroethene with nitrogen substituted hydrocarbons
Burton, DD
Fontana, F
Metrangolo, P
Pilati, T
Resnati, G
[J]. TETRAHEDRON LETTERS, 2003, 44 (04) : 645 - 648
[4] Pyrrolodiazines.: 6.: Palladium-catalyzed arylation, heteroarylation, and amination of 3,4-dihydropyrrolo[1,2-α]pyrazines
Castellote, I
Vaquero, JJ
Fernández-Gadea, J
Alvarez-Builla, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (25) : 8668 - 8675
[5] DeKimpe N, 1997, TETRAHEDRON, V53, P3693
[6] Perfluorocarbon-hydrocarbon discrete intermolecular aggregates:: An exceptionally short N•••I contact
Fontana, F
Forni, A
Metrangolo, P
Panzeri, W
Pilati, T
Resnati, G
[J]. SUPRAMOLECULAR CHEMISTRY, 2002, 14 (01) : 47 - 55
[7] JIRKOVSKY I, 1981, SYNTHESIS-STUTTGART, P481
[8] LIKHOSHERSTOV AM, 1986, ZH ORG KHIM+, V22, P2610
[9] NEW USES OF THE WESTPHAL CONDENSATION - SYNTHESIS OF PI-DONOR-PI-ACCEPTOR HETEROCYCLES
MATIA, MP
EZQUERRA, J
SANCHEZFERRANDO, F
GARCIANAVIO, JL
VAQUERO, JJ
ALVAREZBUILLA, J
[J]. TETRAHEDRON, 1991, 47 (35) : 7329 - 7342
[10] Metrangolo P, 2001, CHEM-EUR J, V7, P2511, DOI 10.1002/1521-3765(20010618)7:12<2511::AID-CHEM25110>3.0.CO

← 1 2 →