Multivariate matching algorithms "pair" similar study units in an observational study to remove potential bias and confounding effects caused by the absence of randomizations. In one-to-one multivariate matching algorithms, a large number of "pairs" to be matched could mean both the information from a large sample and a large number of tasks, and therefore, to best match the pairs, such a matching algorithm with efficiency and comparatively limited auxiliary matching knowledge provided through a "training" set of paired units by domain experts, is practically intriguing. We proposed a novel one-to-one matching algorithm based on a quadratic score function $S_{\beta}(x_i,x_j)= \beta^T (x_i-x_j)(x_i-x_j)^T \beta$. The weights $\beta$, which can be interpreted as a variable importance measure, are designed to minimize the score difference between paired training units while maximizing the score difference between unpaired training units. Further, in the typical but intricate case where the training set is much smaller than the unpaired set, we propose a \underline{s}emisupervised \underline{c}ompanion \underline{o}ne-\underline{t}o-\underline{o}ne \underline{m}atching \underline{a}lgorithm (SCOTOMA) that makes the best use of the unpaired units. The proposed weight estimator is proved to be consistent when the truth matching criterion is indeed the quadratic score function. When the model assumptions are violated, we demonstrate that the proposed algorithm still outperforms some popular competing matching algorithms through a series of simulations. We applied the proposed algorithm to a real-world study to investigate the effect of in-person schooling on community Covid-19 transmission rate for policy making purpose.

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