MATEO: intermolecular α-amidoalkylation theoretical enantioselectivity optimization. Online tool for selection and design of chiral catalysts and products

Table 1 Definition of variables used as inputs of the PTML model

Experimental conditions (c_q)	Perturbation operators^b	Type of operator
Reaction temperature (T)	ΔV(T) = ΔT = T_q–T_r	Temperature deviation
Reaction time (t)	ΔV(t) = Δt = t_q–t_r	Time deviation
Catalyst loading [Load (%)]	ΔV(Load(%)) = Load(%)_q–Load(%)_r	Conc. difference
Molecules (m_q)^a	Perturbation terms	Type of operator^a
Substrate (Sub)	ΔD_k(Sub_qi, Sub_rj)_g = [D_k(Sub_qi)_g–D_k(Sub_rj)]_g	Structural variation
Product (Prod)	ΔD_k(Prod_qi, Prod_rj)_g = [D_k(Prod_qi)_g–D_k(Prod_rj)]_g
Nucleophile (Nuc)	ΔD_k(Nuc_qi, Nuc_rj)_g = [D_k(Nuc_qi)_g–D_k(Nuc_rj)]_g
Catalyst (Cat)	ΔD_k(Cat_qi, Cat_rj)_g = [D_k(Cat_qi)_g–D_k(Cat_rj)]_g
Solvent (Solv)	ΔD_k(Solv_qi, Solv_rj)_g = [D_k(Solv_qi)_g–D_k(Solv_rj)]_g

^aMolecules (m) involved in the reaction with distinguishable roles: m_qsi = Substrate (Sub_q), Product (Prod_q), Nucleophile (Nuc_q), Catalyst (Cat_q), and Solvent (Solv_q)
^bPTOs with formula ΔV(m_q, m_r)_g = [V(m_q)_g–V(m_r)]_g. These PTOs measure the variation of the value of the molecular property/structural variable (V) in the query molecules m_qwith respect to the value for molecule m_r with the same role in the reaction of reference. The values of V_k(m_q)_g are average values of the properties V_k = Sanderson Electronegativities (χ), Polarizabilities, etc., for all the atoms in the group g and all their neighboring atoms placed at a topological distance k ≤ 5. Consequently, these properties have been calculated for all the atoms in the molecule (Tot) or for subsets of atoms (group g). The groups of atoms studied are g = unsaturated carbons (C_uns), saturated carbons (C_sat), Heteroatoms (Het), Heteroatoms non-Halogen (HetNoX)

ISSN: 1758-2946