Connectors are important, and often overlooked. It seems like we spent 30% of the project time discussing connectors! Maybe we don't spend enough, because a good proportion of field failures are due to problems with connectors.
There are so many factors involved, apart from the obvious current/voltage rating, it is impossible to give generic advice. For example, environmental factors can be huge. Equipment that runs fine in a clean room turns out to run not so well in a blast furnace... Whether the connector mated once at assembly, occasionally by qualified service personnel, or frequently by unskilled customers is a big factor. And of course underlying all decisions is cost.
I would also be interested to know of any recommended reading, most of the info I get is from vendors, who obviously all claim their connector series is the best.