Competition and cooperativity of hydrogen-bonding and tetrel-bonding interactions involving triethylene diamines (DABCO), H2O and CO2 in air
Triethylene diamine (DABCO) has the characteristic of hydrophile and color change in air because its N atom can interact with H2O and CO2. To understand this phenomena, theoretical calculations of intermolecular interactions between DABCO and H2O (or CO2) have been carried out at the M06-2X/aug-cc-pVDZ level without and with counterpoise method, and single point calculations at the CCSD(T)/aug-cc-pVDZ level were also performed. The electron donating ability of DABCO was revealed by the molecular surface electrostatic potential and Fukui function. The driving forces for the formation of dimer and trimer were uncovered by EDA analyses. Because DABCO can interact with both H2O and CO2, so the formations of hydrogen bond and tetrel bond are competitive, and meanwhile, DABCO can interact with H2O and CO2 simultaneously, so the hydrogen bond and tetrel bond can coexist and cooperate with each other. The hydrogen bond and tetrel bond in dimers and trimers were proved and analyzed by NCI and QTAIM. The results presented here will provide useful insights in understanding the hydrophilic characteristic and the color change of DABCO.