TY - JOUR ID - 32000 TI - Study of Electronic Effects on Normal vs. Abnormal Tetrazol-5-ylidenes at DFT JO - Iranian Journal of Chemistry and Chemical Engineering JA - IJCCE LA - en SN - 1021-9986 AU - Kassaee, Mohamad Zaman AU - Khorshidvand, Neda AD - Department of Chemistry Tarbiat Modares University, Tehran, I.R. IRAN Y1 - 2020 PY - 2020 VL - 39 IS - 6 SP - 63 EP - 74 KW - tetrazolylidenes KW - Band gap KW - singlet-triplet energy gap KW - electronic effects DO - 10.30492/ijcce.2018.32000 N2 - We present electronic effects on stability (ΔES-T), nucleophilicity (N), global electrophilicity (ω), and band gaps (ΔEHOMO-LUMO) of 36 novel 1,4- and 1,3-tetrazole-5-ylidenes, 1 and 2, respectively. A union of three sets of "normal" 1W,W, 1D,D, and 1D,W are compared to another union of four sets of "abnormal" 2W,W, 2D,D, 2D,W and 2W,D NHCs, electron-withdrawing substituents (W) and electron-donating ones (D). Every 1 is more stable and shows a larger bandgap than its corresponding 2. In addition, philicities, N and ω, of every 2 appear larger than that of the corresponding 1 isomer. Carbenes with W groups increase electrophilicity while D ones increase nucleophilicity and in pull-push groups, W groups in carbene center increase electrophilicity. All our NHCs give doubly bonded head-to-head dimers except for 5 species. UR - https://ijcce.ac.ir/article_32000.html L1 - https://ijcce.ac.ir/article_32000_0692d2b2b65e2a27144b4b8ab97b8e0b.pdf ER -