Halogen Bonding Interactions in DDQ Charge Transfer Salts with Iodinated TTFs

نویسندگان

  • Julien Lieffrig
  • Olivier Jeannin
  • Kyoung-Soon Shin
  • Pascale Auban-Senzier
  • Marc Fourmigué
چکیده

Oxidation of 3,4-ethylenedithio-3'-iodo-tetrathiafulvalene (EDT-TTF-I) and 3,4-ethylenedithio-3',4'-diiodo-tetrathiafulvalene (EDT-TTF-I2) with DDQ afforded two different salts formulated as (EDT-TTF-I)(DDQ) and (EDT-TTF-I2)2(DDQ)·(CH3CN), both characterized with a full charge transfer to the DDQ acceptor moiety and by short and linear halogen bonding interactions between the iodine atom as halogen bond donor, and the carbonyl oxygen or the nitrile nitrogen atoms of reduced DDQ.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

A theoretical study on halogen-π interactions: X-C2-Y…C8H8 complexes

M06-2X functional was employed to study halogen-π interactions in X-C2-Y…C8H8 complexes (X, Y=H, F, Cl, and Br). In fact, interactions of mono- or di-halogenated acetylenes and planar cyclooctatetraene as an anti-aromatic π system were considered. Relationship between binding energies of the complexes and charge transfer effects was investigated. Also, electronic charge density values were calc...

متن کامل

C-I...NC halogen bonding in two polymorphs of the mixed-valence 2:1 charge-transfer salt (EDT-TTF-I2)2(TCNQF4), with segregated versus alternated stacks.

Oxidation of diiodoethylenedithiotetrathiafulvalene (EDT-TTF-I2), C8H4I2S6, with the strong oxidizer tetrafluorotetracyanoquinodimethane (TCNQF4), C12F4N4, affords, depending on the crystallization solvent, two polymorphs of the 2:1 charge-transfer salt (EDT-TTF-I2)2(TCNQF4), represented as D2A. In both salts, the TCNQF4 is reduced to the radical anion state, and is associated through short C-I...

متن کامل

Determination of Trimethoprim Based on Charge-Transfer Complexes Formation

A spectrophotometric study concerning the interaction between Trimethoprim (TMP) ,Sulfamethoxazole (SFMx), as n-donor and 2,3-dichloro-5,6- dicyano-P-benzoquinine (DDQ) and chloranilic acid (CA) as π-acceptor were been performed at 25°C. The results of interaction of CA and DDQwith TMP indicate the formation of a 1:1, 1:2, charge transfer complexes through non equilibrium reactions. In the case...

متن کامل

Correlating conduction properties with the molecular symmetry: segregation of Z and E isomers in the charge-assisted, halogen-bonded cocrystal [(Z,E)-Me2I2TTF]2Br.

The Z and E isomers of the iodinated TTF derivative (Z,E)-Me2I2-TTF co-crystallize in a mixed-valence salt with Br(-) anions, and are segregated into Z and E stacks, each of them with a different charge localization pattern, which also revealed charge-assisted halogen bonding.

متن کامل

On the role of charge transfer in halogen bonding.

The role of charge transfer in halogen bonding is the subject of an ongoing debate and controversy. It is clear from experimental data that charge transfer occurs in halogen bonds, but its contribution to the energetics of the interaction can be evaluated only computationally. Since the charge transfer is not a physically well-defined property, there are multiple computational approaches, which...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2012