Table 1 Classification order of different reaction classes and the general rule used in the classification scheme
From: Rxn-INSIGHT: fast chemical reaction analysis using bond-electron matrices
Order | Reaction class | General rule |
|---|---|---|
1 | Aromatic heterocycle formation | + 0.5 or + 1.5 values in \(T\)-matrix Formed ring contains at least one heteroatom |
2 | Acylation | + 1 in \(T\) matrix corresponds to a bond formed between a heteroatom and the acyl carbon |
3 | Functional group interconversion | A column in the \(T\) matrix has sum zero and contains only + 1 and − 1 |
4 | Reduction | Nonpositive \(T\) matrix, nonzero elements on diagonal correspond to oxygen atoms |
5 | Oxidation | Nonnegative \(T\) matrix, nonzero elements on diagonal correspond to oxygen atoms |
6 | Functional group addition | Nonnegative \(T\) matrix, diagonal contains nonzero elements corresponding to heteroatoms |
7 | Carbon–carbon coupling | + 1 in \(T\) matrix corresponds to a new bond formed between two carbon atoms |
8 | Heteroatom alkylation & arylation | + 1 in \(T\) matrix corresponds to a new bond formed between a heteroatom and non-acyl carbon |
9 | Protection | + 1 in \(T\) matrix corresponds to a new bond formed between a heteroatom or alkyne carbon and a carbon or silicon |
10 | Deprotection | Nonpositive \(T\) matrix, − 1 in \(T\) matrix corresponds to a broken bond between a heteroatom or alkyne carbon and a carbon or silicon |